Copper-Catalyzed Chemoselective Silylative Cyclization of 2,2'-Diethynylbiaryl Derivatives

Meng Zhao; Ying Wang; Zi-Lu Wang; Jian-Lin Xu; Kai-Yang Dai; Yun-He Xu

doi:10.1021/acs.orglett.1c00968

Copper-Catalyzed Chemoselective Silylative Cyclization of 2,2'-Diethynylbiaryl Derivatives

Org Lett. 2021 May 21;23(10):3859-3863. doi: 10.1021/acs.orglett.1c00968. Epub 2021 May 10.

Authors

Meng Zhao¹, Ying Wang¹, Zi-Lu Wang¹, Jian-Lin Xu¹, Kai-Yang Dai¹, Yun-He Xu^{1

2}

Affiliations

¹ Hefei National Laboratory for Physical Sciences at the Microscale, and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.
² State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. China.

PMID: 33970651
DOI: 10.1021/acs.orglett.1c00968

Abstract

In this protocol, copper-catalyzed diverse silylative carbocyclization reactions of 2,2'-diethynylbiaryl derivatives with silaboronate were reported. Three new and novel types of domino reactions for the copper-catalyzed transformation of silaboronate were discovered. The corresponding cyclobuta[l]phenanthrene, bis((silyl)methyl)phenanthrene, and silyl-substituted exocyclic diene products were chemoselectively formed with high efficiency.