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Updated: Jan 30, 2026
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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Gold-catalyzed [4+1]-annulation reactions between anthranils and 4-methoxy-1,2-dienyl-5-ynes involving a 1,2-allene
Hsiang-Chu Hsieh1, Kuo-Chen Tan, Antony Sekar Kulandai Raj
1Frontier Research Centers on Fundamental and Applied Science of Matters, Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, Republic of China. rsliu@mx.nthu.edu.tw.
Abstract:
Gold-catalyzed [4+1]-annulations of 4-methoxy-1,2-dienyl-5-ynes with anthranils are described. The mechanism of these annulations involves nitrene formation of α-imino gold carbenes that undergo a 1,2-allene shift to form (pyrrol-2-yl) methylgold intermediates. With allenyl ester substrates, these gold intermediates become enolate species to enable intramolecular aldol reactions to form useful pyrrolo[1,2-a]quinoline derivatives.
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