期刊
ORGANIC LETTERS
卷 19, 期 19, 页码 5292-5295出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02582
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资金
- NSFC [21672034]
- Natural Sciences Foundation of Jilin Province [20160101330JC]
- Shandong Normal University [108-100801]
An unprecedented chemoselective double annulation of alpha-trifluoromethylated isocyanides with o-acylaryl isocyanides has been developed. This new reaction provides a rapid, efficient, and complete atom-economic strategy for the synthesis of trifluoromethylated oxadiazino[3,2-a]indoles in a single operation from readily available starting materials. Isocyanide insertion into C = O double bonds is disclosed for the first time as indicated by the results of O-18-labeling experiment. A mechanism for this domino reaction is proposed involving chemoselective heterodimerization of two different isocyanides, followed by indole-2,3-epoxide formation and rearrangement.
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