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Nickel‐Catalyzed Decarboxylative Cyclization of Isatoic Anhydrides with Carbodiimides: Synthesis of 2,3‐Dihydroquinazolin‐4(1 H )‐ones
Author(s) -
Zhang Zhen,
Qin Ziqiang,
Chang Wenxu,
Li Jiazhu,
Fan Ruoqian,
Wu Xing,
Guo Rongrong,
Xie Xiangqi,
Zhou Lanxin
Publication year - 2020
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.202000047
Subject(s) - chemistry , nickel , catalysis , combinatorial chemistry , decarboxylation , organic chemistry
In this study, a nickel‐catalyzed decarboxylative cyclization of isatoic anhydrides with carbodiimides was developed. This protocol realized the direct introduction of carbodiimides into heterocyclic compounds under an in situ generated Ni(0) complex. Synthetically, this methodology provides a simplified and secure new approach for the preparation of 2‐imino‐2,3‐dihydroquinazolin‐4(1 H )‐ones. The control experiments and DFT theoretical calculations indicated that the Ni(0)‐catalyzed process is of central importance to the entire transformation.