Some aspects of radical chemistry in the assembly of complex molecular architectures

International audienceThis review article describes briefly some of the radical processes developed in the authors' laboratory as they pertain to the concise assembly of complex molecular scaffolds. The emphasis is placed on the use of nitrogen-centred radicals, on the degenerate addition-transfer of xanthates, especially on its potential for intermolecular carbon-carbon bond formation, and on the generation and capture of radicals through electron transfer processes

Rapid assembly of polycyclic structures via sigmatropic rearrangement of s-propargyl xanthates

International audienceUpon heating in chlorobenzene, propargyl xanthates yield the corresponding 4,5-bis(alkylidene)-1,3-dithiolan-2-ones which are trapped by unactivated olefins in an intramolecular Diels-Alder cycloaddition yielding interesting polycyclic structures

A convergent, modular access to α-chloro-trifluoromethyl derivatives and to 1,1-difluoroalkenes

International audienceAn efficient protocol for the preparation of S-(1-chloro-2,2,2-trifluoroethyl)-O-ethyl xanthate is reported. This reagent serves as a versatile precursor of highly functionalized gem-difluoroalkenes through various inter- and intramolecular radical reactions and subsequent reduction with activated magnesium metal. (C) 2014 Elsevier Ltd. All rights reserved

A flexible radical approach to 5-substituted 4,5-dihydro-3H-pyrido[4,3-b]azepin-2-ones. Some mechanistic observations on the radical cyclisation-aromatisation process

International audienceVariously substituted novel dihydropyridoazepinones have been prepared by an intermolecular radical addition followed by a radical cyclisation on a pyridine ring. The latter process involved the use of a combination of two different peroxides, an experimental contrivance resulting from a careful product analysis and a better understanding of the cyclisation step. © 2012 Elsevier Ltd. All rights reserved

Xanthates and Vinyl Esters, a Remarkably Powerful Alliance

International audienc

Radicals in Action. New Perspectives for Organic Synthesis and Medicinal Chemistry.

International audienc

Reversible Reservoirs for Radicals. A Powerful Strategy for the Construction of Carbon-Carbon Bonds

International audienc