-硝基查尔酮意外环化生成2-亚烷基吲哚啉-3-酮。

Unexpected cyclization of -nitrochalcones into 2-alkylideneindolin-3-ones.

作者信息

Aksenov Nicolai A, Aksenov Dmitrii A, Arutiunov Nikolai A, Aksenova Daria S, Aksenov Alexander V, Rubin Michael

机构信息

Department of Chemistry, North Caucasus Federal University 1a Pushkin St. Stavropol 355009 Russian Federation.

Department of Chemistry, University of Kansas 1567 Irving Hill Rd. Lawrence KS 66045-7582 USA

出版信息

RSC Adv. 2020 May 14;10(31):18440-18450. doi: 10.1039/d0ra03520c. eCollection 2020 May 10.

An original, facile, and highly efficient method for the preparation of 2-(3-oxoindolin-2-ylidene)acetonitriles from -nitrochalcones is described. The featured transformation is a triggered Michael addition of the cyanide anion to the chalcone followed by a cascade cyclization mechanistically related to the Baeyer-Drewson reaction.