Organic Synthesis and Methodology
The Leonori Research Group
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42) C. Hampton, M. Simonetti* and D. Leonori*
Olefin Dihydrxylation Using Nitroarenes as Photoresponsive Oxidants
Angew. Chem. Int. Ed. 2023, asap

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41) S. Govaerts, K. Nakamura, T. Constantin* and D. Leonori*
A Halogen-Atom Transfer (XAT)-Based Approach to Indole Synthesis Using Aryl Diazonium Salts and Alkyl Iodides
Org. Lett. 2022, 24, 7883–7887

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40) T. Constantin, B. Gorski, M. Tilby, S. Chelli, F. Julia, J. Llaveria, K. J. Gillen, H. Zipse, S. Lakhdar* and D. Leonori*
Halogen-atom and group transfer reactivity enabled by hydrogen tunneling
Science 2022, 377, 1323–1328

Highlight by CNRS @ CNRS
Synfacts Highlight by B. List and M. Guillen @ Synfacts 2022, 18, 1353

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39) A. Ruffoni, C. Hampton, M. Simonetti* and D. Leonori*
Photoexcited nitroarenes for the oxidative cleavage of alkenes
Nature 2022, 610, 81–86


Nature News & Views: V. Palani and A. Wendlandt Nature 2022, 610, 40-41
Highlight by D. Lowe @ in the pipeline
Highlight by That Chemist @ YouTube

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38) A. Ruffoni, R. Mykura, M. Bietti and D. Leonori*
The Interplay of Polar Effects in Controlling the Selectivity of Radical Reactions
Nat. Synth.
2022, 1, 682–695

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37) H. Zhao, H. Caldora, O. Turner, J. J. Douglas and D. Leonori*
A Desaturative Approach for Aromatic Aldehyde Synthesis via Synergistic Enamine, Photoredox and Cobalt Triple Catalysis
Angew. Chem. Int. Ed. 2022, 61, e2022018

Selected as Hot Paper

Highlight by Org. Process. Res. Dev. 2022, 26, 1547

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36) Z. Zhang, B. Gorski and D. Leonori*
Merging Halogen-Atom Transfer (XAT) and Copper Catalysis for the Modular Suzuki–Miyaura-Type Cross-Coupling of Alkyl Iodides and Organoborons
J. Am. Chem. Soc.
2022, 144, 1986–1992

Highlight by D. F. Taber @ Org. Chem. Highlights

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35) T. Constantin, F. Julia and D. Leonori*
Applications of Halogen-Atom Transfer (XAT) for the Generation of Carbon Radicals in Synthetic Photochemistry and Photocatalysis
Chem. Rev. 2022, 122, 2292–2352

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34) H. Zhao, A. J. MacMillan, T. Constantin, R. Mykura, F. Julia and D. Leonori*
Merging Halogen-Atom Transfer (XAT) and Cobalt Catalysis to Override E2-Selectivity in the Elimination of Alkyl Halides: A Mild Route toward contra-Thermodynamic Olefins
J. Am. Chem. Soc.
2021, 143, 14806–14813

Highlight by D. F. Taber @ Org. Chem. Highlights

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33) B. Gorski, A.-L. Barthelemy, J. J. Douglas, F. Julia* and D. Leonori*
Copper-Catalysed Amination of Alkyl Iodides Enabled by Halogen-Atom Transfer
Nat. Catal.
2021, 4, 623–630

Highlight by D. F. Taber @ Org. Chem. Highlights

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32) L. Caiger, C. Sinton, T. Constantin, J. J. Douglas, N. S. Sheikh, F. Julia and D. Leonori*
Radical Hydroxymethylation of Alkyl Iodides Using Formaldehyde as a C1 Synthon
Chem. Sci. 2021, 12, 10448–10454
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31) H. Caldora, S. Govaerts, S. U. Dighe, O. J. Turner and D. Leonori*
A de novo Synthesis of Oxindoles from Cyclohexanone-Derived g-Keto-Ester Acceptors Using a Desaturative Amination-Cyclization Approach
Synthesis
 2021​, 53, 4272–4278

Special Issue dedicated to Prof. Sarah Reisman, recipient of the 2019 Dr. Margaret Faul Women in Chemistry Award
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30) J. H. Kim, T. Constantin, M. Simonetti, J. Llaveria, N. S. Sheikh and D. Leonori*
A Radical Approach for the Selective  C–H  Borylation of Azines
Nature
2021, 595, 577–584

Nature News & Vi
ews: C. Le Nature 2021, 595, 652-653
Highlight by S. Yang and J. Ye Chem 2021, 7, 1703–1705
Synform Highlight by M. Zanda Synform 2021|10, A162-A165
Highlight by Org. Process. Res. Dev. 2022, 25, 1997

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29) H. Zhao and D. Leonori*
Minimization of Back-Electron Transfer Enables the Elusive sp3 C–H Functionalization of Secondary Anilines
Angew. Chem. Int. Ed. 2021, 60, 7669-7674

Highlight by D. F. Taber @ Org. Chem. Highlights

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28) A. J. McMillan, M. Sieńkowska, P. Di Lorenzo, G. K. Gransbury, N. F. Chilton, M. Salamone, A. Ruffoni*, M. Bietti* and D. Leonori*
Practical and Selective sp3 C–H Chlorination via Aminium Radicals
Angew. Chem. Int. Ed. 2021, 60, 7132–7139

Selected as VIP Article.

Highlight by ChemistryViews Photoinduced Selective sp3 C–H Chlorination
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27) T. Constantin, F. Julia, N. S. Sheikh and D. Leonori*
A Case of Chain Propagation: a-Aminoalkyl Radicals as Initiators for Aryl Radical Chemistry
Chem. Sci. 2020, 11, 12822-12828


Highlight by Org. Process. Res. Dev. 2020, 24, 2789
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26) S. Dighe, F. Julia, A. Luridiana, J. J. Douglas and D. Leonori*
A Photochemical Dehydrogenative Strategy for Aniline Synthesis
Nature 2020, 584, 75-82


Nature News & Views: V. A. Schmidt Nature 2020, 584, 46-47
Highlight by Bob Yirkaa @ Phys.org
Highlight by Leigh K. Boerner @ C&EN
Highlight by Kira Welter @ ChemistryWorld

Highlight by the Cyclo Edition @ YouTube
Highlight by D. Trauner and B. S. Matsuura in Synfact 2020, 16, 1361
Highlight by Galchimia

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25) S. Govaerts, L. Angelini, C. Hampton, L. Malet-Sanz, A. Ruffoni* and D. Leonori*
Photoinduced Olefin Diamination with Alkylamines
Angew. Chem. Int. Ed. 2020, 59, 15021-15028

Highlight by Synfact 2020, 16, 977

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24) T. Constantin, M. Zanini, A. Regni, N. S. Shikh, F. Julia'* and D. Leonori*
Aminoalkyl radicals as halogen-atom transfer agents for activation of alkyl and aryl halides
Science 2020, 367, 1021–1026

Highlight by X.-S. Zhou, D.-M. Yan and J.-R. Chen Chem 2020, 6, 823–825

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23) F. Julia, A. Ruffoni and D. Leonori*
​Aromatic C–H Amination Using Alkyl Amines
​Trends in Chemistry 2020, 2, 480-481


Invited Contribution for the "Mechanism of the Month"

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22) J. H. Kim, A. Ruffoni, Y. S. S. Al-Faiyz, N. S. Sheikh* and D. Leonori*
​Divergent Strain-Release Amino-Functionalization of [1.1.1]-Propellane with Electrophilic Nitrogen Radicals
​Angew. Chem. Int. Ed. 2020, 59, 8225-8231


Highlight by Synfact 2020, 16, 423
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21) L. Angelini, L. Malet-Sanz and D. Leonori*
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Divergent Nickel-Catalysed Ring-Opening–Functionalisation of Cyclobutanone Oximes with Organozincs
Synlett 2020, 31, 37-40

Invited submission for the themed collection "9th Pacific Symposium on Radical Chemistry"

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20) E. M. Dauncey, S. U. Dighe, J. J. Douglas and D. Leonori*
A Dual Photoredox-Nickel Strategy for Remote Functionalization via Iminyl Radicals: Radical Ring-Opening–Arylation, –Vinylation and –Alkylation Cascades
Chem. Sci.
2019, 10, 7728–7733

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19) A. Ruffoni, F. Julia', T. D. Svejstrup, A. McMillan, J. J. Douglas and D. Leonori*
Practical and Regioselective Amination of Arenes Using Alkylamines

Nat. Chem. 2019, 11, 426–433


Highlight by D. Nagib Nat. Chem. 2019, 11, 396
Highlight
by AstraZeneca Lighting the Path to Simplified Chemical Reactions

Highlight by The Cyclo Edition  YouTube Channel Photochemical C-H Amination through in situ Chloroamines
​Highlight by M. Zanda Synform 2019, 10, A157
Highlight
by ChemistryWorld Collaborations find new ways to make molecules

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18) F. Julia' and D. Leonori*
Oxygen Heterocycles: Fluorescein, Rhodamines, Rose Bengal
Photoorganocatalysis in Organic Synthesis
2019, 287

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17) L. Angelini, J. Davies, M. Simonetti, L. Malet-Sanz, N. S. Sheikh and D. Leonori*
Reaction of Nitrogen-Radicals with Organometallics Under Ni-Catalysis: N-Arylations and Amino-Functionalization Cascades
Angew. Chem. Int. Ed. 2019, 58, 5003-5007


Selected as "Hot Paper"
Highlight by ChemistryViews Nitrogen Radicals and Organometallics Collide
Highlight by Synfacts 2019, 15, 514
Highlight by Org. Process. Res. Dev. 2019, 23, 683

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16) D. C. Marcote, R. Street-Jeakings, E. Dauncey, J. J Douglas, A. Ruffoni* and D. Leonori*
Photoinduced Decarboxylative Azidation of Cyclic Aminoacids
Org. Biomol. Chem. 2019, 17, 1839-1842

Invited submission for the themed collection "New Talent"
Highlight by Synfacts 2019, 15, 352
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15) D. Leonori and R. E. Sturgeon*
A Unified Approach to Mechanistic Aspects of Photochemical Vapor Generation
J. Anal. At. Spectrom. 
2019, 34, 636-654


Tutorial review

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14) A. Ruffoni and D. Leonori*
Photocatalytic Carbon—Heteroatom Bond Formation
Science of Synthesis 2019, 517
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13) S. P. Morcillo, E. D. Dauncey, J. H. Kim, J. J. Douglas, N. S. Sheikh and D. Leonori* 
Photoinduced Remote Functionalization of Amides and Amines Using Electrophilic Nitrogen-Radicals
Angew. Chem. Int. Ed. 2018, 57, 12945-12949


Highlight by D. F. Taber, Org. Chem. Highlights 2019, September 16
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12) J. Davies, S. P. Morcillo, J. J. Douglas and D. Leonori* 
Hydroxylamine Derivatives as Nitrogen-Radical Precursors in Visible-Light Photochemistry
Chem. Eur. J. 2018, 24, 12154-12163
Frontispiece

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Invited Concept Article for "Young Chemists Special Issue
"
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11) J. Davies, L. Angelini, M. A. Alkhalifah, L. Malet Sanz, N. S. Sheikh* and D. Leonori* 
Photoredox Synthesis of Aryl-Hydroxylamines from Carboxylic Acids and Nitrosoarenes
Synthesis
2018, 50, 821-830

​
Invited submission for special issue "Bürgenstock Special Section 2017 Future Stars in Organic Chemistry"
Highlight by Synform
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10) E. M. Dauncey, S. P. Morcillo, J. J. Douglas, N. S. Sheikh and D. Leonori* 
Photoinduced Remote Functionalizations via Iminyl Radical-Promoted C–C and C–H Bond Cleavage Cascades
​Angew. Chem. Int. Ed. 2018, 57, 744-748


Highlight by ChemistryViews Accessing Elusive Molecular Carbon Radicals
Highlight by D. F. Taber, Org. Chem. Highlights 2018, October 22
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9) T. D. Svejstrup, A. Ruffoni, F. Juliá, V. M. Aubert and D. Leonori* 
Synthesis of Arylamines via Aminium Radicals
Angew. Chem. Int. Ed. 2017, 56, 14948-14952

​
Highlight by ChemistryViews Direct Amination of Unfunctionalised Aromatics
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8) J. Davies, N. S. Sheikh and D. Leonori* 
Photoredox Imino-Functionalizations of Olefins
Angew. Chem. Int. Ed. 2017, 56, 13361-13365
​

Highlight by Synfact 2017, 13, 1205
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7) D. Fernandez Reina, A. Ruffoni, Y. S. S. Al-Faiyz, J. Douglas, N. S. Sheikh* and D. Leonori* 
Visible-Light-Mediated Reactions of Electrophilic Radicals with Vinyl and Allyl Trifluoroborates
ACS Catal. 2017, 7, 4126-4130
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6) D. Fernandez Reina, E. M. Duncey, S. P. Morcillo, T. D. Svejstrup, M. V. Popescu, J. Douglas, N. S. Sheikh* and D. Leonori* 
Visible-Light-Mediated 5-exo-dig Cyclizations of Amidyl Radicals

Eur. J. Org. Chem. 2017, 2108-2111
​

Invited submission for special issue on photoredox catalysis

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5) T. D. Svejstrup, W. Zadownly, D. Bidgelli, J. Douglas, N. S. Sheikh and D. Leonori* 
Visible-Light-Mediated Generation of Nitrile Oxides 
for the Photoredox Synthesis of Isoxazolines and Isoxazoles
Chem. Commun. 
2016, 52, 12302-12305
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4) T. P. Nicholls, D. Leonori* and A. C. Bissember*
Applications of visible light photoredox catalysis to the synthesis of natural products and related compounds
Nat. Prod. Rep. 2016, 33, 1248-1254
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3) J. Davies, T. D. Svejstrup, D. Fernandez Reina, N. S. Sheikh and D. Leonori*
Visible-Light-Mediated Synthesis of Amidyl Radicals: Transition Metal-Free Hydroamination and N-Arylation Reactions

J. Am. Chem. Soc. 2016, 138, 8092-8095

Highlight by Org. Process. Res. Dev. 2016, 20, 1393

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​​2) J. Davies, S. G. Booth, S. Essafi, R. W. A. Dryfe and D. Leonori* 
Visible Light-Mediated Generation of Nitrogen-Centered Radicals: Metal-Free Hydroimination- and Iminohydroxylation-Cyclization Reactions​ 
Angew. Chem. Int. Ed. 2015, 54, 14017-14021.
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1) J. Davies and D. Leonori* 
The First Calcium-Catalysed Nazarov 
Cyclis​ation
Chem. Commun. 2014, 50, 15171-15174.
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PhD and Postdoc

University of Bristol

23) A. Varela, L. Garve, D. Leonori* and V. K. Aggarwal*
Stereocontrolled Total Synthesis of (–)-Stemaphylline
Angew. Chem. Int. Ed. 2017, 129
, 2159-2163.

22) M. Odachowski, A. Bonet, S. Essafi, P. Conti-Ramsden, J. N. Harvey*, D. Leonori* and V. K. Aggarwal*
Development of Enantiospecific Coupling of Secondary and Tertiary Boronic Esters with Aromatic Compounds
J. Am. Chem. Soc. 2016, 138, 9521-9532.

21) J. Llaveria, D. Leonori and V. K. Aggarwal*
Stereospecific Coupling of Boronic Esters with N‐Heteroaromatic Compounds
J. Am. Chem. Soc. 2015, 137, 10958-10961.

20) D. Leonori* and V. K. Aggarwal*
Stereospecific Cross-Couplings of Organoborons 
Angew. Chem. Int. Ed. 2014, 54, 1082-1096.

19) D. Leonori and V. K. Aggarwal* 
Lithiation-Borylation and its Application in Synthesis
Acc. Chem. Res. 2014, 47, 3174-3183.

18) P. Unsworth, D. Leonori and V. K. Aggarwal* 
Stereocontrolled Synthesis of 1,5-Stereogenic Centers through Three-Carbon Homologation of Boronic  Esters
Angew. Chem. Int. Ed. 2014, 53, 9846-9850.
This paper was selected by the Editors as VIP.             

17) A. Bonet, M. Odachovski, D. Leonori, S. Essafi and V. K. Aggarwal* 
Enantiospecific coupling of secondary & tertiary boronic esters
Nat. Chem. 2014, 6, 584-589.
This paper was highlighted in C&EN.
This paper was highlighted in Chemistry World.
This paper was highlighted in Synfacts.

16) S. Roesner, C. Brown, M. Mohiti, A. Pulis, R. Rasappan, D. J. Blair, S. Essafi, D. Leonori and V. K. Aggarwal*            
Stereospecific conversion of alcohols into pinacol boronic esters using lithiation–borylation methodology with pinacolborane
Chem. Commun. 2014, 50, 4053-4055.
This paper was highlighted in Synfacts.

15) M. Mohiti, C. Rabalakos, K. Feeney, D. Leonori and V. K. Aggarwal* 
Asymmetric Addition of Chiral Boron-Ate Complexes to Cyclic Imminium Ions
Chem. Sci. 2014, 5, 602.

14) G. Arena, C. Chun Chen , D. Leonori* and V. K. Aggarwal*
Concise Synthesis of (+)-allo-Kainic Acid via MgI2-Mediated Tandem Aziridine Opening-Formal [3+2] Cycloaddition
Org. Lett.. 2013, 15, 4250-4253.


Max Planck Institute for Colloids and Interfaces

13) D. Leonori and P. H. Seeberger* 
De Novo Synthesis of D- and L-Fucosamine Containing Disaccharides
Beilstein J. Org. Chem. 2013, 9, 332-341.

12) D. Leonori and P. H. Seeberger* 
De Novo Synthesis of the Bacterial 2-Amino-2,6-Dideoxy Sugar Building Blocks D-Fucosamine, D-Bacillosamine, and D-Xylo-6-deoxy-4-ketohexosamine
Org. Lett. 2012, 14, 4954-4957.


RWTH-Aachen University

11) M. Rueping,* R. M. Koenigs, K. Poscharny, D. C. Fabry, D. Leonori and C. Vila 
Dual Catalysis: Combination of Photocatalytic Aerobic Oxidation and Metal Catalyzed Alkynylation Reactions – C-C-Bond Formation Using Visible Light
Chem. Eur. J. 2012, 18, 5170-5174.

10) M. Rueping,* D. Leonori and T. Poisson 
Visible Light Mediated Azomethine Ylides Formation and [3+2] Cycloadditions    
Chem. Commun. 2011, 47, 9615-9617.


University of Sheffield

9) E. J. Cochrane, D. Leonori, A. A. Hassal and I. Coldham*
Synthesis and kinetic resolution of N-Boc-2-arylpiperidines
Chem. Commun. 2014, 50, 9910-9913.


8) X. Li, D. Leonori, N. S. Sheikh and I. Coldham* 
Synthesis of 1-Substituted Tetrahydroisoquinolines by Lithiation and Electrophilic Quenching Guided by In Situ IR and NMR Spectroscopy and Application to the Synthesis of Salsolidine, Carnegine and Laudanosine
Chem. Eur. J. 2013, 19, 7724-7730.

7) N. S. Sheikh, D. Leonori, G. Barker, J. Firth, K. Campos, P. O'Brien* and I. Coldham* 
An Experimental and In Situ IR Spectroscopic Study of the Lithiation–Substitution of N-Boc 2-phenylpyrrolidine and piperidine: Controlling the Formation of Quaternary Stereocenters
J. Am. Chem. Soc. 2012, 134, 5300.

6) I. Coldham* and D. Leonori 
Regioselective and Stereoselective Copper(I)-Promoted Allylation and Conjugate Addition of N-Boc-2-lithiopyrrolidine and N-Boc-2-lithiopiperidine
J. Org. Chem. 2010, 75, 4069-4077.


5) I. Coldham,* S. Raimbault, D. T. E. Whittaker, P. T. Chovatia, D. Leonori, J. J. Patel and N. S. Sheikh 
Asymmetric Substitutions of 2-Lithiated N-Boc-piperidine and N-Boc-azepine by Dynamic Resolution
Chem. Eur. J. 2010, 16, 4082-4090.

4) D. Leonori and I. Coldham* 
Direct Preparation of 7-Allyl and 7-Aryl-indoline
Adv. Synth. Catal. 2009, 351, 2619-2623.

3) I. Coldham,* D. Leonori, T. K. Beng and R. E. Gawley* 
The Barrier to Enantiomerization and Dynamic Resolution of N-Boc-2-lithiopiperidine and the Effect of TMEDA 
Chem. Commun. 2009, 5239-5241.

2) I. Coldham,* S. Raimbault, P. T. Chovatia, J. J. Patel, D. Leonori, N. S. Sheikh and David T. E. Whittaker 
Dynamic Resolution of N-Boc-2-lithiopiperidine 
Chem. Commun. 2008, 4174-4176.

1) I. Coldham* and D. Leonori 
Synthesis of 2-Arylpiperidines by Palladium Couplings of Aryl Bromides with Organozinc Species Derived from Deprotonation of N-Boc-Piperidine 
Org. Lett. 2008, 10, 3923-3925.
 

Book Chapters:

3) D. Leonori and V. K. Aggarwal 
Stereospecific Couplings of Secondary and Tertiary Boronic esters 
Topics in Organometallic Chemistry, 2014, accepted.

2) C. G. Watson, P. J. Unsworth, D. Leonori and V. K. Aggarwal 
Lithium-Boron Chemistry: A Synergistic Strategy in Modern Synthesis 
Wiley, Editors: V. Capriati, R. Luisi, 2014.

1) T. Chinnusamy, K. Feeney, C. G. Watson, D. Leonori and V. K. Aggarwal 
Oxidations of Carbon–Boron Bonds 
Comprehensive Organic Synthesis II, Elsevier, Editors: P. Knochel, G. Molander, 2014.




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