Ruthenium-Catalyzed Dual Dehydrogenative Silylation of C(sp3)-H Bonds: Access to Diverse Silicon-Centered Spirocycles

Zichen Wang; Huaquan Fang; Guixia Liu; Zheng Huang

doi:10.1021/acs.orglett.1c02821

Ruthenium-Catalyzed Dual Dehydrogenative Silylation of C(sp³)-H Bonds: Access to Diverse Silicon-Centered Spirocycles

Org Lett. 2021 Oct 1;23(19):7603-7607. doi: 10.1021/acs.orglett.1c02821. Epub 2021 Sep 22.

Authors

Zichen Wang¹, Huaquan Fang¹, Guixia Liu^{1

2}, Zheng Huang^{1

3}

Affiliations

¹ State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
² Chang-Kung Chuang Institute, East China Normal University, Shanghai 200062, China.
³ School of Chemistry and Material Sciences, Hangzhou Institute for Advanced Study, University of Chinese Academy of Sciences, 1 Sub-lane Xiangshan, Hangzhou 310024, China.

PMID: 34549967
DOI: 10.1021/acs.orglett.1c02821

Abstract

We report herein a pincer Ru-catalyzed dual intramolecular dehydrogenative silylation of primary C(sp³)-H bonds. The reaction features high efficiency, scalability, and good functional group tolerance, allowing a facile and atom-economical access to structurally diverse silicon-centered spirocycles, including unprecedented oxa-spirosilabiindanes and aza-spirosilabiindanes.