Cascade bicyclizations of o-alkynyl aldehydes with thiazolium salt: A new access toward poly-functionalized indeno[2,1-b]pyrroles

Peng Zhou, Wen-Juan Hao,* Jin-Peng Zhang, Bo Jiang,* Guigen Li, and Shu-Jiang Tu*

A new cascade bicyclization of o-alkynyl aldehydes with thiazolium salt is described, in which 25 examples of densely functionalized indeno[2,1-b]pyrroles are achieved in a functional-group-compatible manner.Thiazole carbenes generated in situ from thiazolium salt play dual roles as a reaction partner and as a NHC catalyst. The synthetic utility of these bicyclization reactions results in subsequent C−C bond-forming events to rapidly build up molecular complexity.

Chem. Commun. 2015, 51, 13012-13015

论文链接：http://pubs.rsc.org/en/content/articlepdf/2014/CC/C5CC04306A