One-Pot Synthesis of Benzoxazole/Benzothiazole-Substituted Esters by Michael Addition: A Selective Construction of C-N/C-S Bonds

被引：2
|
作者：
Gong, Zhi-Ying [1 ]
Yang, Cheng-Li [1 ]
Wang, Dan [1 ]
Huang, Lang [1 ]
Dong, Zhi-Bing [1 ,2 ,3 ]
机构：
[1] Wuhan Inst Technol, Sch Chem & Environm Engn, Wuhan 430205, Peoples R China
[2] Minist Educ, Wuhan Inst Technol, Key Lab Green Chem Proc, Wuhan 430205, Peoples R China
[3] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Peoples R China
来源：
CATALYSTS | 2023年 / 13卷 / 04期
关键词：
benzoxazole; benzothiazole; synthesis; Michael addition; organosulfur; BIOLOGICAL-ACTIVITIES; BORONIC ACIDS; ARYLATION; BENZOTHIAZOLE; THIOLS; DERIVATIVES;
D O I：
10.3390/catal13040658
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
An efficient and convenient synthesis of benzoxazole/benzothiazole-substituted esters in a one-pot strategy is reported. In this investigation, a selective construction of C-N and C-S bonds via simple addition is performed. Thus, using substituted 2-aminophenols/2-aminobenzenethiols, TMTD (tetramethylthiuram disulfide) and alpha,beta-unsaturated esters as starting substrates, C-N and C-S bonds can be selectively constructed by means of the Michael addition reaction. This protocol features high selectivity, high atomic economy, mild conditions, good functional tolerance and good to excellent yields, showing the potential value for the preparation of some biologically and pharmaceutically active compounds.
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页数：13
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