Cu-Mediated Sulfonyl Radical-Enabled 5- exo-trig Cyclization of Alkenyl Aldehydes: Access to Sulfonylmethyl 1 H-Indenes.

J Org Chem

CAS Key Laboratory of Receptor Research , Shanghai Institute of Materia Medica (SIMM), Chinese Academy of Sciences , Shanghai 201203 , China.

Published: April 2018

An efficient method for the construction of sulfonylmethyl 1 H-indenes via Cu(I)-mediated sulfonyl radical-enabled 5- exo-trig cyclization of alkenyl aldehydes has been developed for the first time. Mechanistic studies indicated that a radical addition-cyclization-elimination (RACE) process might be involved. The reaction features a relatively broad substrate scope, good annulation efficiency, and varying functional group tolerance.

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http://dx.doi.org/10.1021/acs.joc.8b00341DOI Listing

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