Preparation of spiro[imidazolidine-4,3'-indolin]-2'-imines via copper(i)-catalyzed formal [2 + 2 + 1] cycloaddition of 3-diazoindolin-2-imines and triazines. 2019

Yuxuan Zhou, and Fanghui Ma, and Ping Lu, and Yanguang Wang
Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. China. pinglu@zju.edu.cn orgwyg@zju.edu.cn.

We report a facile and efficient synthesis of spiro[imidazolidine-4,3'-indolin]-2'-imines via a copper(i)-catalyzed cascade reaction of 3-diazoindolin-2-imines with 1,3,5-triazines. The reaction proceeds under very mild conditions and tolerates a variety of functional groups. The cascade process involves the formation of a copper-carbene intermediate and a formal [2 + 2 + 1] cycloaddition.

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