Tandem Reduction, Ammonolysis, Condensation, and Deamination Reaction for Synthesis of Benzothiadiazines and 1-(Phenylsulfonyl)-1H-benzimidazoles

被引：8

作者：

Yu, Xiao ^{[1
]}

Ma, Zhihong ^{[2
]}

Zhu, Wenjing ^{[1
]}

Liu, Hongyan ^{[1
]}

Zhang, Zenghui ^{[1
]}

Liu, Yi ^{[1
]}

Zhang, Mei ^{[1
]}

Zhao, Jinbo ^{[1
]}

Zhang, Pengfei ^{[3
]}

Xia, Chengcai ^{[1
]}

机构：

[1] Shandong First Med Univ & Shandong Acad Med Sci, Inst Pharmacol, Pharm Coll, Tai An 271016, Peoples R China

[2] Biotalk Co Ltd, Shanghai 200092, Peoples R China

[3] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Key Lab Organosilicon Chem & Mat Technol, Hangzhou 311121, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 21期

关键词：

C-H AMIDATION; MEDIATED SYNTHESIS; REDOX CONDENSATION; QUINAZOLINONES; BENZIMIDAZOLES; NITRATION; NITROBENZENES; DERIVATIVES; OXIDATION; EFFICIENT;

D O I：

10.1021/acs.joc.2c02071

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel route for a SnCl2-promoted tandem reduction, ammonolysis, condensation, and deamination reaction which uses nitrile and 2-nitro-N-phenylbenzenesulfonamide/N-(2-nitrophenyl)benzenesulfonamide to synthesize derivatives of benzothiadiazine/1-(phenylsulfonyl)-1H-benzimidazole has been developed. The method features convenient operation and good functional group tolerance. In addition, it employs unsensitive and inexpensive SnCl2/i-PrOH as the reaction reagent and provides a direct approach for the synthesis of pharmaceutically important targets.

引用

页码：14738 / 14752

页数：15

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