Jonathan Brand

Cette personne n’est plus à l’EPFL

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Publications associées (18)

Cyclopropanes and Hypervalent Iodine Reagents: High Energy Compounds for Applications in Synthesis and Catalysis

Jérôme Waser, Stefano Nicolai, Jonathan Brand, Filippo De Simone, Davinia Fernández González

One of the major challenges faced by organic chemistry is the efficient synthesis of increasingly complex molecules. Since October 2007, the Laboratory of Catalysis and Organic Synthesis (LCSO) at EPFL has been working on the development of catalytic react ...

2011

Benziodoxole-based hypervalent iodine reagents for atom-transfer reactions

Jérôme Waser, Stefano Nicolai, Jonathan Brand, Davinia Fernández González

In the last decades, hypervalent iodine reagents have raised from chemical curiosities to mainstream reagents in organic synthesis. The use of benziodoxole-derived reagents has been especially successful in oxidation methods, whereas non-cyclic iodinanes h ...

Royal Society of Chemistry2011

One-pot gold-catalyzed synthesis of 3-silylethynyl indoles from unprotected o-alkynylanilines

Jérôme Waser, Jonathan Brand

The Au(III)-catalyzed cyclization of 2-alkynylanilines was combined in a one-pot procedure with the Au(I)-catalyzed C3-selective direct alkynylation of indoles using the benziodoxolone reagent TIPS-EBX to give a mild, easy and straightforward entry to 2-su ...

2011

Benziodoxole-based hypervalent iodine reagents for atom-transfer reactions

Jérôme Waser, Stefano Nicolai, Jonathan Brand, Davinia Fernández González

Royal Society of Chemistry2011

Ethynyl-1,2-benziodoxol-3(1 H)-one (EBX): An Exceptional Reagent for the Ethynylation of Keto, Cyano, and Nitro Esters

Jérôme Waser, Jonathan Brand, Davinia Fernández González

Hot alkyne! The in situ generation of Ethynyl-1,2-BenziodoXol-3(1H)-one (EBX) from the corresponding silyl protected reagent using TBAF is reported. EBX displayed exceptional acetylene transfer ability to stabilized enolates, even at –78 °C. The mild react ...

2010

Synthesis of Chiral Bifunctional (Thio)Urea N-Heterocyclic Carbenes

Jérôme Waser, Jonathan Brand, Jose Ignacio Osuna Siles

The rapid and modular synthesis of the first bifunctional N-heterocyclic carbenes bearing a (thio)urea moiety as H-bond donor group was reported. Different analogues could be accessed in seven steps from cheap (S)-pyroglutamic acid in good overall yields ( ...

Georg Thieme Verlag2010

Direct Alkynylation of Thiophenes: Cooperative Activation of TIPS–EBX with Gold and Brønsted Acids

Jérôme Waser, Jonathan Brand

United we stand! Cooperative activation of the hypervalent-iodine reagent TIPS-EBX with a gold catalyst and a Brønsted acid allowed the first direct ethynylation of thiophenes at room temperature (see scheme; TFA=trifluoroacetic acid). The obtained ethynyl ...

Wiley-VCH Verlag GmbH2010

Direct Alkynylation of Indole and Pyrrole Heterocycles

Jérôme Waser, Jonathan Brand, Julie Charpentier

Easy does it: The unique properties of benziodoxolone alkynyl periodinane 1 and gold catalysts have allowed the development of a high yielding, operationally simple (room temperature, no dry solvents or inert conditions, commercially available catalyst) re ...

Wiley-VCH Verlag GmbH2009

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