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Updated: Jan 29, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

非活性1,3-エニインのシアナミドとの制御可能な発散的金触媒環化付加の可能性の解明

Boris D Karagodin¹, Dmitry V Dar'in¹, Vadim Yu Kukushkin^1,2

¹Saint Petersburg State University, Universitetskaya Nab. 7/9, 199034 Saint Petersburg, Russian Federation.

The Journal of organic chemistry

|January 27, 2026

Abstract:

Nonactivated 1,3-enynes react with cyanamides under gold(I)-catalyzed conditions. This divergent interplay proceeds as [4 + 2]-bimolecular or [2 + 2 + 2]-trimolecular cycloadditions and affords 2-aminopyridines, 1-aminoisoquinolines, and 2,4-diaminopyrimidines. The impact of catalytic systems and electronic/steric parameters on reaction selectivity was studied, and these findings enable directing the cycloaddition along the desired pathway. As a result, a new highly selective modular approach to valuable 2-aminopyridines was proposed. The further synthetic potential of this methodology was demonstrated through postmodifications, including functionalizations of both the heterocyclic backbone and amino substituents.

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金触媒環化付加 1,3-エニインシアナミド 2-アミノピリジン複素環化学

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