906820-85-7Relevant academic research and scientific papers
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 (2005)
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.
