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I2‐Triggered Reductive Generation of N‐Centered Iminyl Radicals: An Isatin‐to‐Quinoline Strategy for the Introduction of Primary Amides

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成果类型:
期刊论文
作者:
Gao, Qinghe*;Liu, Zhaomin;Wang, Yakun;Wu, Xia;Zhang, Jixia;...
通讯作者:
Gao, Qinghe;Wu, Anxin(吴安心
作者机构:
[Zhang, Jixia; Gao, Qinghe; Wang, Yakun; Liu, Zhaomin] Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Henan, Peoples R China.
[Wu, Anxin; Wu, Xia] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.
通讯机构:
[Wu, Anxin] C
[Gao, Qinghe] X
Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Henan, Peoples R China.
Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.
语种:
英文
关键词:
Amidation;organocatalysis;iminyl radicals;drug design
期刊:
ADVANCED SYNTHESIS & CATALYSIS
ISSN:
1615-4150
年:
2018
卷:
360
期:
7
页码:
1364-1369
基金类别:
This work was supported by the National Natural Science Foundation of China (Grant 21602070). We also acknowlege the University Key Research Projects of Henan Province (Grant 16A150022).
机构署名:
本校为通讯机构
院系归属:
化学学院
摘要:
An efficient and alternative isatin-to-quinoline strategy illustrates the metal-like behavior of molecular iodine in the N−O reduction of ketoxime acetates. This process involves N−O/C−N bond cleavages and C−C/C−N bond formation to furnish pharmacologically significant quinoline-4-carboxamide derivatives. In this process, metal catalysts and extra oxidants are unnecessary. Mechanistic studies confirm the crucial role of molecular iodine in the iminyl radical generation process, in that molecular iodine can catalyze single-electron reductio...

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