Rhodium-Catalyzed Cycloisomerization of 2-Silylethynyl Phenols and Anilines via 1,2-Silicon Migration

Hiroshi Kanno; Kyosuke Nakamura; Keiichi Noguchi; Yu Shibata; Ken Tanaka

doi:10.1021/acs.orglett.6b00529

Rhodium-Catalyzed Cycloisomerization of 2-Silylethynyl Phenols and Anilines via 1,2-Silicon Migration

Org Lett. 2016 Apr 1;18(7):1654-7. doi: 10.1021/acs.orglett.6b00529. Epub 2016 Mar 22.

Authors

Hiroshi Kanno¹, Kyosuke Nakamura, Keiichi Noguchi, Yu Shibata¹, Ken Tanaka¹

Affiliation

¹ Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology , O-okayama, Meguro-ku, Tokyo 152-8550, Japan.

PMID: 27002692
DOI: 10.1021/acs.orglett.6b00529

Abstract

It has been established that a cationic rhodium(I)/BINAP complex catalyzes the cycloisomerization of 2-silylethynylphenols, leading to 3-silylbenzofurans, via 1,2-silicon migration. Similarly, the cycloisomerization of 2-silylethynylanilines, leading to 3-silylindoles, via 1,2-silicon migration was catalyzed by a cationic rhodium(I)/H8-BINAP complex.

Publication types

Research Support, Non-U.S. Gov't