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Silver‐Catalyzed Isocyanide Insertion into N−H Bond of Ammonia: [5+1] Annulation to Quinazoline Derivatives
Author(s) -
Zhang Lingjuan,
Li Juanjuan,
Hu Zhongyan,
Dong Jinhuan,
Zhang XianMing,
Xu Xianxiu
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201701623
Subject(s) - chemistry , annulation , isocyanide , hydroxylamine , quinazoline , catalysis , ammonia , oxime , ammonium acetate , medicinal chemistry , condensation reaction , ammonium , combinatorial chemistry , organic chemistry , high performance liquid chromatography
A silver‐catalyzed [5+1] annulation of o ‐acylaryl isocyanides with ammonium acetate and hydroxlamine was developed for the efficient and practical synthesis of quinazolines and quinazoline 3‐oxides in good to excellent yields, respectively. The domino process involved an unprecedented isocyanide insertion into the N−H bond of ammonia or hydroxylamine and followed by condensation reaction at ambient conditions.

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