Publications 2017-2019

Journal Articles

2019

Synthesis of Bicyclo[3.1.0]hexanes by (3+2) Annulation of Cyclopropenes with Aminocyclopropanes
Bastian Muriel, Alec Gagnebin and Jerome Waser
Chem. Sci. 2019, 10, 10716-10722. (DOI:10.1039/C9SC03790J ) Open Access.

"

1,3‐Difunctionalization of Aminocyclopropanes via Dielectrophilic Intermediates
Ming-Ming Wang and Jerome Waser
Angew. Chem. Int. Ed. 2019, 58, 13880-13884. (DOI:10.1002/anie.201907060 ) Green Access

”Doubly Orthogonal” Labeling of Peptides and Proteins
Romain Tessier, Javier Ceballos, Nora Guidotti, Raphael Simonet-Davin, Beat Fierz and Jerome Waser
Chem 2019, 5, 2243-2263. (DOI:10.1016/j.chempr.2019.06.022 ) Green Access

Palladium‐Catalyzed Carboxy‐Alkynylation of Propargylic Amines Using Carbonate Salts as Carbon Dioxide Source
Phillip D. G. Greenwood and Jerome Waser
Eur. J. Org. Chem. 2019, 2019, 5183-5186. (DOI:10.1002/ejoc.201900500 ) Green Access

C-Terminal Bioconjugation of Peptides through Photoredox Catalyzed Decarboxylative Alkynylation
Marion Garreau, Franck Le Vaillant and Jerome Waser
Angew. Chem. Int. Ed. 2019, 58, 8182-8186. (DOI:10.1002/anie.201901922 ) Green Access

Ethynylbenziodazolones (EBZ) as Electrophilic Alkynylation Reagents for the Highly Enantioselective Copper‐Catalyzed Oxy‐Alkynylation of Diazo Compounds
Durga Prasad Hari, Lionel Schouwey, Verity Barber, Rosario Scopelliti, Frazaneh Fadaei-Tirani and Jerome Waser
Chem. Eur. J. 2019, 25, 9522-9528. (DOI:10.1002/chem.201900950 ) Green Access

Metal-Free Electrophilic Alkynylation of Sulfenate Anions with Ethynylbenziodoxolone Reagents
Stephanie G. E. Amos, Stefano Nicolai, Alec Gagnebin, Franck Le Vaillant, and Jerome Waser
J. Org. Chem. 2019, 84, 3687-3701. (DOI:10.1021/acs.joc.9b00050 ) Green Access

Stereoselective Synthesis of Alkyl-, Aryl-, Vinyl- and Alkynyl-Substituted Z-Enamides and Enol Ethers
Paola Caramenti, Nina Declas, Romain Tessier, Matthew D. Wodrich and Jerome Waser
Chem. Sci. 2019, 10, 3223-3230. (DOI:10.1039/C8SC05573D ) Open Access!

Palladium‐Catalyzed Carbo‐Oxygenation of Propargylic Amines using in Situ Tether Formation
Phillip D. G. Greenwood, Erwann Grenet and Jerome Waser
Chem. Eur. J. 2019, 25, 3010-3013. (DOI:10.1002/chem.201900020 ) Green Access

Revisiting the Urech Synthesis of Hydantoins: Direct Access to Enantiopure 1,5-Substituted Hydantoins Using Cyanobenziodoxolone
Nina Declas, Franck Le Vaillant and Jerome Waser
Org. Lett. 2019, 21, 524-528. (DOI:10.1021/acs.orglett.8b03843 ) Green Access

2018

Cyclic Hypervalent Iodine Reagents for Azidation: Safer Reagents and Photoredox-Catalyzed Ring Expansion
Sebastian Alazet, Johannes Preindl, Raphael Simonet-Davin, Stefano Nicolai, Annik Nanchen, Thierry Meyer and Jerome Waser
J. Org. Chem. 2018, 83, 12334-12356. (DOI:10.1021/acs.joc.8b02068 ) Open access!
Collaboration: Safety results obtained by Dr. Annik Nanchen at TUV SUD Schweiz AG and analyze with the help of Prof. Thierry Meyer

Fine-Tuned Organic Photoredox Catalysts for Fragmentation-Alkynylation Cascades of Cyclic Oxime Ethers
Franck Le Vaillant, Marion Garreau, Stefano Nicolai, Ganna Gryn’ova, Clemence Corminboeuf and Jerome Waser
Chem. Sci. 2018, 9, 5883-5889. (DOI:10.1039/C8SC01818A ) Open access!

Rhodium-catalyzed C–H functionalization of heteroarenes using indoleBX hypervalent iodine reagents
Erwann Grenet, Ashis Das, Paola Caramenti and Jerome Waser
Beilstein J. Org. Chem. 2018, 14, 1208-1214. (DOI:10.3762/bjoc.14.102 ) Open access!

Metal‐Free Oxidative Cross Coupling of Indoles with Electron‐Rich (Hetero)arenes
Paola Caramenti, Raj Kumar Nandi and Jerome Waser
Chem. Eur. J. 2018, 24, 10049-10053. (DOI:10.1002/chem.201802142) Green Access

Iridium- and Rhodium-Catalyzed Directed C–H Heteroarylation of Benzaldehydes with Benziodoxolone Hypervalent Iodine Reagents
Erwann Grenet and Jerome Waser
Org. Lett. 2018, 20, 1473-1476. (DOI:10.1021/acs.orglett.8b00337) Green Access

Lewis Acid Catalyzed Enantioselective Desymmetrization of Donor-Acceptor Meso-Diaminocyclopropanes
Daniele Perrotta, Ming-Ming Wang and Jerome Waser
Angew. Chem., Int. Ed. 2018, 57, 5120-5123. (DOI:10.1002/anie.201800494) Green Access

2017

Bench-Stable Electrophilic Indole and Pyrrole Reagents: Serendipitous Discovery and Use in C–H Functionalization
Paola Caramenti and Jerome Waser
Helv. Chim. Acta 2017, e1700221. (DOI: 10.1002/hlca.201700221 ) Green Access

Gold-catalyzed domino cyclization–alkynylation reactions with EBX reagents: new insights into the reaction mechanism
Hossein Ghari, Yifan Li, Roohollah Roohzadeh, Paola Caramenti, Jerome Waser and Alireza Ariafard
Dalton Trans. 2017, 46, 12257-12262. (DOI: 10.1039/C7DT03154H) Green Access

Collaboration: Computational results obtained in the Ariafard group .

Dearomatization of Electron Poor Six-Membered N-Heterocycles through [3+2] Annulation with Aminocyclopropanes
Johannes Preindl, Shyamal Chakrabarty and Jerome Waser
Chem. Sci. 2017, 8, 7112-7118. (DOI:10.1039/C7SC03197A ) Open acess!

Indole- and Pyrrole-BX: Bench-Stable Hypervalent Iodine Reagents for Heterocycle Umpolung
Paola Caramenti, Stefano Nicolai and Jerome Waser
Chem. Eur. J. 2017, 23, 14702-14706. (DOI: 10.1002/chem.201703723 ) Green Access

Enantioselective Copper-Catalyzed Oxy-Alkynylation of Diazo Compounds
Durga Prasad Hari and Jerome Waser
J. Am. Chem. Soc. 2017, 139, 8420-8423. (DOI: 10.1021/jacs.7b04756) Green Access

Palladium-Catalyzed Carboamination of Allylic Alcohols Using a Trifluoroacetaldehyde-Derived Tether
Bastian Muriel, Ugo Orcel and Jerome Waser
Org. Lett. 2017, 19, 3548–3551. (DOI: 10.1021/acs.orglett.7b01524 ) Green Access

Divergent Access to (1,1) and (1,2)-Azidolactones from Alkenes using Hypervalent Iodine Reagents
Sebastien Alazet, Franck Le Vaillant, Stefano Nicolai, Thibaut Courant and Jerome Waser
Chem. Eur. J. 2017, 23, 9501-9504. (DOI: 10.1002/chem.201702599 ) Green Access

Heterotetracenes: Flexible Synthesis and in Silico Assessment of the Hole Transport Properties
Yifan Li, Ganna Gryn’ova, Felipe Saenz, Xavier Jeanbourquin, Kevin Sivula, Clemence Corminboeuf and Jerome Waser
Chem. Eur. J. 2017, 23, 8058-8065. (DOI: 10.1002/chem.201701139 ) Green Access

Collaboration: Computational results obtained in the Corminboeuf group and materials measurements done in the Sivula group .

Room temperature decarboxylative cyanation of carboxylic acids using photoredox catalysis and cyanobenziodoxolones: a divergent mechanism compared to alkynylation
Franck Le Vaillant, Matthew D. Wodrich and Jerome Waser
Chem. Sci. 2017, 8, 1790-1800. (DOI: 10.1039/C6SC04907A ) Open access!

Review Articles

2019

An Alternative One-Electron Oxidation Strategy to Access Hypervalent Iodine Reagents
Javier Ceballos, Marion Garreau and Jerome Waser
Chem 2019, 5, 2287-2289. (DOI: 10.1039/C9SC03033F ) Green Access

Alkynylation of radicals: spotlight on the “Third Way” to transfer triple bonds
Franck Le Vaillant and Jerome Waser
Chem. Sci. 2019, 10, 8909-8923. (DOI: 10.1039/C9SC03033F ) Open Access!

SILYL ETHYNYL BENZIODOXOLONE REAGENTS: Update since 2012
Davinia Fernández González, Stefano Nicolai, Franck Le Vaillant and Jérôme Waser
Electronic Encyclopedia of Reagents for Organic Synthesis , John Wiley & Sons, 2019. DOI:10.1002/047084289X.rn01503.pub2. Green Access

2018

Cyclic Hypervalent Iodine Reagents: Enabling Tools for Bond Disconnection via Reactivity Umpolung
Durga Prasad Hari, Paola Caramenti and Jerome Waser
Acc. Chem. Res. 2018, 51, 3212-3225. (DOI: 10.1021/acs.accounts.8b00468) Green Access

Hypervalent Halogen Compounds: Alkynylations and Vinylations
Durga Prasad Hari, Stefano Nicolai and Jerome Waser
PATAI’S Chemistry of Functional Groups 2018, John Wiley & Sons, Ltd. (DOI: 10.1002/9780470682531.pat095) Green Access

2017

Decarboxylative Alkynylation and Cyanation of Carboxylic Acids using Photoredox Catalysis and Hypervalent Iodine Reagents
Franck Le Vaillant and Jerome Waser
Chimia 2017, 71, 226-230. (DOI: 10.2533/chimia.2017.226) Green Access

In situ tether formation from amines and alcohols enabling highly selective Tsuji–Trost allylation and olefin functionalization
Ugo Orcel and Jerome Waser
Chem. Sci. 2017, 8, 32-39. (DOI: 10.1039/C6SC04366F ) Open Access!