One-Pot, Borax-mediated synthesis of structurally diverse N, S-heterocycles in water

被引：6
作者：
Rao, Mugada Sugunakara [1 ]
Hussain, Sahid [1 ]
机构：
[1] Indian Inst Technol Patna, Dept Chem, Patna 801106, Bihar, India
来源：
TETRAHEDRON LETTERS | 2021年 / 74卷
关键词：
Borax; Quinazolin-4(3H)-one; Benzothiadiazine; 1; 1-Dioxide; Benzothioazole; alpha alpha alpha-Trihalotoluene; CATALYZED DOMINO SYNTHESIS; OXIDATIVE SYNTHESIS; SUBSTITUTED QUINAZOLIN-4(3H)-ONES; MICROWAVE IRRADIATION; ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; ANTICANCER AGENTS; MICHAEL REACTIONS; FACILE SYNTHESIS; O-IODOANILINES;
D O I：
10.1016/j.tetlet.2021.153159
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, a borax-mediated convenient and efficient strategy for the synthesis of prominent structurally diverse N, S-heterocycles such as quinazolin-4(3H)-one, benzothiadiazine 1,1-dioxide, benzothioazole, and benzoxazoles from readily available 2-aminobenzamide/2-aminobenzenesulfonamide/2-aminothiophenol/2-aminophenol with alpha,alpha,alpha-trihalotoluenes at 100 degrees C in water is elaborated. Upon using aldehydes instead of alpha,alpha,alpha-trihalotoluenes, the reactions proceed through domino fashion under the catalytic effect borax to yield 2,3-dihydroquinazolin-4(1H)-one, 3,4-dihydrothiadiazine 1,1-dioxide, and benzothiazoles in one-pot at 60 degrees C The advantages of this protocol are practical simplicity, large substrate scope, moderate to excellent yields, and the use of water as the solvent. (C) 2021 Elsevier Ltd. All rights reserved.
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页数：7
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