1173089-07-0Relevant academic research and scientific papers
Chemoselective double annulation of two different isocyanides: Rapid access to trifluoromethylated indole-fused heterocycles
Gao, Yuelei,Hu, Zhongyan,Dong, Jinhuan,Liu, Jun,Xu, Xianxiu
, p. 5292 - 5295 (2017/11/06)
An unprecedented chemoselective double annulation of α-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-α]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 18O-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.
Synthesis of 4-alkylidene-4H-3,1-benzoxazine derivatives by acid-catalyzed cyclization of 2-isocyanophenyl ketones in the presence of a vinyl ether
Kobayashi, Kazuhiro,Okamura, Yuta,Konishi, Hisatoshi
experimental part, p. 1494 - 1498 (2009/12/06)
2-(1-Alkoxyalkyl)-4-alkylidene-4H-3,1-benzoxazines are conveniently prepared by the reaction of 1-(2-isocyanophenyl) ethanones or 1-(2-isocyanophenyl)propan-1-ones with a vinyl ether, such as 2-methoxypropene or ethyl vinyl ether, in the presence of a catalytic amount of (±)-camphor-10-sulfonic acid. Georg Thieme Verlag Stuttgart.
