Synthesis of 3-Substituted and 2,3-Disubstituted Quinazolinones via Cu-Catalyzed Aryl Amidation
Lanting Xu, Yongwen Jiang and Dawei Ma*
*State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China, Email: Madwmail.sioc.ac.cn
L. Xu, Y. Jiang, D. Ma, Org. Lett., 2012, 14, 1150-1153.
DOI: 10.1021/ol300084v
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Abstract
CuI/4-hydroxy-l-proline catalyzed coupling of N-substituted o-bromobenzamides with formamide affords 3-substituted quinazolinones at 80°C. Other amides only provided simple coupling products, which can be converted into 2,3-disubstituted quinazolinones via a subsequent HMDS/ZnCl2 mediated condensative cyclization.
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Key Words
ID: J54-Y2012-0480