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金催化的炔酰胺与3-吲哚基叠氮化物通过意外的1,2-烷基迁移发生的分子间反应。

Gold-catalyzed intermolecular reaction of ynamides with 3-indolyl azides via an unexpected 1,2-alkyl migration.

作者信息

Zhou Bo, Zhang Ying-Qi, Liu Xin, Ye Long-Wu

机构信息

State Key Laboratory of Physical Chemistry of Solid Surfaces and The Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China.

State Key Laboratory of Physical Chemistry of Solid Surfaces and The Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China; State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.

出版信息

Sci Bull (Beijing). 2017 Sep 15;62(17):1201-1206. doi: 10.1016/j.scib.2017.08.020. Epub 2017 Aug 19.

Abstract

A gold-catalyzed intermolecular reaction of ynamides with 3-indolyl azides via the presumable α-imino gold carbenes has been developed, providing an alternative and efficient way for the synthesis of valuable 3-amino-β-carbolines in generally good to excellent yields. Importantly, this new protocol involves an unexpected 1,2-alkyl migration pathway.

摘要

已开发出一种金催化的炔酰胺与3-吲哚基叠氮化物通过可能的α-亚氨基金卡宾进行的分子间反应,为合成具有重要价值的3-氨基-β-咔啉提供了一种替代且高效的方法,产率通常良好至优异。重要的是,这一新方法涉及一条意想不到的1,2-烷基迁移途径。

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