Homolytic substitution at the sulfur atom of (phenylsulfanyl)vinyl radicals, obtained by radical reaction of benzenethiol with easily accessible alkyl 4-pentynyl sulfides, is a mild, tin-free route for the generation of all types of alkyl radicals. This protocol can be employed for reductive defunctionalizations as well as for cyclizations onto both electron-rich and electron-poor C-C double bonds
G. Bencivenni, T. Lanza, R. Leardini, M. Minozzi, D. Nanni, P. Spagnolo, et al. (2008). Tin-Free Generation of Alkyl Radicals from Alkyl 4-Pentynyl Sulfides via Homolytic Sybstitution at the Sulfur Atom. ORGANIC LETTERS, 10, 1127-1130 [10.1021/ol800046k].
Tin-Free Generation of Alkyl Radicals from Alkyl 4-Pentynyl Sulfides via Homolytic Sybstitution at the Sulfur Atom
BENCIVENNI, GIORGIO;LANZA, TOMMASO;LEARDINI, RINO;MINOZZI, MATTEO;NANNI, DANIELE;SPAGNOLO, PIERO;ZANARDI, GIUSEPPE
2008
Abstract
Homolytic substitution at the sulfur atom of (phenylsulfanyl)vinyl radicals, obtained by radical reaction of benzenethiol with easily accessible alkyl 4-pentynyl sulfides, is a mild, tin-free route for the generation of all types of alkyl radicals. This protocol can be employed for reductive defunctionalizations as well as for cyclizations onto both electron-rich and electron-poor C-C double bondsI documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
