Cu/Ag-Catalyzed Reaction of Azirines with Anthranils: Synthesis of (Quinazolin-2-yl)methanone Derivatives
Yajun Sun, Huimin Sun, Ying Wang and Fang Xie*
*School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, Shandong 273165, China,
Email: hollyxfang
hotmail.com
Y. Sun, H. Sun, Y. Wang, F. Xie, Org. Lett., 2020, 22, 6756-6759.
DOI: 10.1021/acs.orglett.0c02222
Abstract
A Cu/Ag-catalyzed annulation of 3-aryl-2H-azirines with anthranils provides (quinazolin-2-yl)methanone derivatives. The copper-catalyzed cleavage of both the N-C2 azirine bond and the N-O anthranil bond is followed by a 1,3-hydroxyl migration and a β-N elimination.
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proposed mechanism
Key Words
ID: J54-Y2020
