通过铜（I）催化的 3-重氮吲哚-2-亚胺和三嗪的形式 [2 + 2 + 1] 环加成反应制备螺[咪唑烷-4,3'-吲哚]-2'-亚胺。
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.
机构信息
Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. China.
出版信息
Org Biomol Chem. 2019 Oct 21;17(39):8849-8852. doi: 10.1039/c9ob01767d. Epub 2019 Sep 30.
PMID:31565720
Abstract
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.
摘要
我们报告了一种简便高效的螺[咪唑烷-4,3'-吲哚]-2'-亚胺的合成方法，该方法通过 3-重氮吲哚-2-亚胺与 1,3,5-三嗪的铜（i）催化级联反应实现。该反应在非常温和的条件下进行，并能耐受多种官能团。级联过程涉及铜卡宾中间体的形成和一个形式上的 [2 + 2 + 1] 环加成。
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