745071-83-4Relevant academic research and scientific papers
Enantioenriched 1-Tetralones via Rhodium-Catalyzed Arylative Cascade Desymmetrization/Acylation of Alkynylmalonates
Selmani, Aymane,Darses, Sylvain
supporting information, p. 8122 - 8126 (2019/10/10)
An efficient atom-economic rhodium-catalyzed asymmetric arylative cyclization to access enantioenriched 1-tetralones, bearing a quaternary carbon stereocenter, is described, involving a highly regioselective alkyne insertion, a 1,4-Rh shift, and an acylation step via the desymmetrization of the malonate moiety thanks to an appropriate chiral diene ligand.
Hydrosulfonylation Reaction with Arenesulfonyl Chlorides and Tetrahydrofuran: Conversion of Terminal Alkynes into Cyclopentylmethyl Sulfones
Gloor, Christian Simon,Dénès, Fabrice,Renaud, Philippe
supporting information, p. 13329 - 13332 (2017/10/12)
An efficient and simple radical chain reaction to convert terminal alkynes into arenesulfonylmethylcyclopentanes is described. The reaction involves a radical addition–translocation–cyclization process and necessitates solely the use of readily available arenesulfonyl chlorides in tetrahydrofuran. Interestingly, this radical-mediated C?H activation process took place with a high level of retention of configuration when an enantiomerically pure starting material was used.
Preparation of 5-membered rings via radical addition-translocation- cyclization (RATC) processes mediated by diethyl thiophosphites
Lamarque, Christophe,Beaufils, Florent,Denes, Fabrice,Schenk, Kurt,Renaud, Philippe
supporting information; experimental part, p. 1353 - 1358 (2011/06/26)
A practical method for the formation of thiophosphonates bearing functionalized monocyclic, fused bicyclic and spirocyclic residues is presented. The procedure requires the easily available terminal alkynes as starting materials as well as commercially an
Thiophenol-mediated 1,5-hydrogen atom abstraction: Easy access to mono- and bicyclic compounds
Beaufils, Florent,Denes, Fabrice,Becattini, Barbara,Renaud, Philippe,Schenk, Kurt
, p. 1587 - 1594 (2007/10/03)
A thiophenol-mediated method for cyclization of alkynes is described. The reaction cascade involves the intermolecular addition of a phenylthiyl radical to a terminal triple bond generating an alkenyl radical, followed by a 1,5-hydrogen atom transfer and a 5-exo-trig radical cyclization. This very efficient tin-free procedure allows one to prepare highly functionalized cyclopentane derivatives as well as fused bicyclic and spirocyclic compounds from easily available precursors. During this cyclization process, a phenylthio moiety is incorporated into the final cyclized products. This functionalization is particularly attractive for further transformation of the products.
Thiophenol-mediated hydrogen atom abstraction: An efficient tin-free procedure for the preparation of cyclopentane derivatives
Beaufils, Florent,Denes, Fabrice,Renaud, Philippe
, p. 2563 - 2566 (2007/10/03)
(Matrix Presented) An efficient procedure for running a cascade reaction involving 1,5-abstraction of a hydrogen atom followed by a radical cyclization is reported. Alkenyl radicals are generated from easily available terminal alkynes and thiophenol. This procedure eliminates the need of using the toxic tributyltin hydride and gives a greater amount of radical translocation products.
