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Gold-catalyzed [5 + 2]-annulations of 1,3-diyn-1-amides with anthranils bearing no C(6)-substituents
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Gold-catalyzed [5 + 2]-annulations of 1,3-diyn-1-amides with anthranils bearing no C(6)-substituents

Yashwant Bhaskar Pandit, Yan-Ting Jiang, Jia-Jyun Jian, Tai-Chi Chen, Tung-Chun Kuo, Mu-Jeng ChengRai-Shung Liu
Organic Chemistry Frontiers, 卷.8(11), 頁碼.2563-2568
06/2021

摘要

Organic Chemistry
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.

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