Nickel-Catalyzed Favorskii-Type Rearrangement of Cyclobutanone Oxime Esters to Cyclopropanecarbonitriles-Reference-Cited by-同舟云学术

Nickel-Catalyzed Favorskii-Type Rearrangement of Cyclobutanone Oxime Esters to Cyclopropanecarbonitriles

Published:2020-03-30 Issue:16 Volume:32 Page:1637-1641
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Fang Ping,Mei Tian-Sheng¹,Shuai Bin

Affiliation:

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

Abstract

A nickel-catalyzed base-promoted rearrangement of cyclobutanone oxime esters to cyclopropanecarbonitriles was developed. The ring opening of cyclobutanone oxime esters occurs at the sterically less hindered side. A base-promoted nickelacyclobutane intermediate, formed in situ, is assumed to be involved in the formation of the product.

Funder

Chinese Academy of Sciences

Science and Technology Commission of Shanghai Municipality

National Natural Science Foundation of China

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0039-1690872.pdf

Reference5 articles.

1. Transition Metal Chemistry of Cyclopropenes and Cyclopropanes