ja6b06981_si_001.pdf (33.95 MB)
Aryne 1,2,3-Trifunctionalization with Aryl Allyl Sulfoxides
journal contribution
posted on 2016-08-15, 00:00 authored by Yuanyuan Li, Dachuan Qiu, Rongrong Gu, Junli Wang, Jiarong Shi, Yang LiAn
aryne 1,2,3-trisubstitution with aryl allyl sulfoxides is accomplished,
featuring an incorporation of C–S, C–O, and C–C
bonds on the consecutive positions of a benzene ring. The reaction
condition is mild with broad substrate scope. Preliminary mechanistic
study suggests a cascade formal [2 + 2] reaction of aryne with SO
bond, an allyl S → O migration, and a Claisen rearrangement.