Synthesis of Indanones and Spiroindanones by Diastereoselective Annulation Based on a Hydrogen Autotransfer Strategy

作者:Chen, Yate; Ding, Zhengtian; Wang, Yiming; Liu, Wenfeng; Kong, Wangqing

Angewandte Chemie (International ed. in English)

DOI:10.1002/anie.202013792

出版年: 2020-Nov-17 (Epub 2020 Nov 17)

文献类型:Journal Article

摘要

An unprecedented nickel-catalyzed domino reductive cyclization of alkynes and o-bromoaryl aldehydes is described. The reaction features broad substrate scope and is tolerant of a variety of functional groups, providing a straightforward access to biologically significant indanones and spiro-indanone pyrrolidine derivatives in good yields with excellent regio- and diastereoselectivity. Preliminary mechanistic studies have shown that indanones are formed by the cyclization of o-bromoaryl aldehydes and alkynes to form indenol intermediates, followed by hydrogen autotransfer.

© 2020 Wiley-VCH GmbH.

关键词

关键词列表:Domino cyclization; Hydrogen autotransfer; Indanones; Spiroindanones; nickel-catalysis

作者信息

地址:Wuhan University, The Institute for advanced studies, Wuhan University, CHINA.

Wuhan University, The institute of advanced studies, CHINA.

Wuhan University, The institute for advanced studies, CHINA.

Institute for Advanced Studies, Wuhan University, No.299 Bayi Road Wuchang District, 430072, Wuhan, CHINA.