Iridium-Catalyzed Direct Ortho-C-H Amidation of ?-Ketoesters with Sulfonyl Azides Using a Transient Directing Group Strategy

被引：2

作者：

He, Yinlong ^{[1
]}

Sun, Bing ^{[1
]}

Lu, Xuelian ^{[2
]}

Zhou, Yirong ^{[3
]}

Zhang, Fang -Lin ^{[1
,2
]}

机构：

[1] Wuhan Univ Technol, Sch Chem Chem Engn & Life Sci, Wuhan 430070, Peoples R China

[2] Wuhan Univ Technol, Shenzhen Res Inst, Shenzhen 518057, Guangdong, Peoples R China

[3] Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 07期

基金：

中国国家自然科学基金;

关键词：

ORGANIC AZIDES; N-OXIDES; SULFONAMIDATION; AMINATION; ARENES; BENZALDEHYDES; INHIBITORS; ALDEHYDES; REAGENTS; ROUTE;

D O I：

10.1021/acs.joc.2c02944

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Direct C-H amidation of alpha-ketoesters was accomplished using various organic azides as the amino source through the combination of transient directing group strategy and iridium catalysis. Excellent functional group tolerance and wide substrate scope were explored under simple and mild conditions. Importantly, it was found that the steric hindrance of the ester moiety played a pivotal role for the reaction efficacy. In addition, the reaction could be enlarged to gram scale, and several useful heterocycles were readily constructed via one-step late-stage derivatization.

引用

页码：4345 / 4351

页数：7

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