Gold-catalyzed [5 + 2]-annulations of 1,3-diyn-1-amides with anthranils bearing no C(6)-substituents?
Organic Chemistry Frontiers Pub Date: 2021-03-16 DOI: 10.1039/D1QO00026H
Abstract
This work reports the gold-catalyzed [5 + 2]-annulations of commonly used anthranils with 1,3-diynamides, yielding quiniline oxides as the main products. Previously, these [5 + 2]-annulations were operable only for ynamides and special anthranils bearing C(6)-substituents. The preferable chemoselectivity is attributed to the electron-withdrawing effects of aryltosylamides and alkynes, increasing the electrophilicity of the less hindered α-imino gold carbenes.
![Graphical abstract: Gold-catalyzed [5 + 2]-annulations of 1,3-diyn-1-amides with anthranils bearing no C(6)-substituents](http://scimg.chem960.com/usr/1/D1QO00026H.jpg)
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Journal Name：Organic Chemistry Frontiers
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CAS no.: 89640-58-4
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