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An Improved N-Acylation of 1H-Benzotriazole Using 2,2′-Dipyridyl­di­sulfide and Triphenylphosphine
Synthesis ( IF 2.2 ) Pub Date : 2018-09-17 , DOI: 10.1055/s-0037-1610277
Vinod Tiwari 1 , Anoop Singh , Anand Agrahari , Nidhi Mishra , Mala Singh
Affiliation  

This manuscript is dedicated to the late Prof. Alan R. Katritzky for his contributions to benzotriazole chemistry.

Abstract

A novel path has been developed for the conversion of carboxylic acids into the corresponding N-acylbenzotriazoles by using 2,2′-dipyridyl disulfide/PPh3 in anhydrous dichloromethane in the presence of 1H-benzotriazole. Mild reaction conditions, short reaction time, easy in handling, wide substrate scope, availability of reagents involved, and moreover avoiding the use of base makes this protocol quite useful for the laboratory practices for N-acylbenzotriazole synthesis.

A novel path has been developed for the conversion of carboxylic acids into the corresponding N-acylbenzotriazoles by using 2,2′-dipyridyl disulfide/PPh3 in anhydrous dichloromethane in the presence of 1H-benzotriazole. Mild reaction conditions, short reaction time, easy in handling, wide substrate scope, availability of reagents involved, and moreover avoiding the use of base makes this protocol quite useful for the laboratory practices for N-acylbenzotriazole synthesis.



中文翻译:

2,2'-联吡啶二硫化物和三苯基膦对1H-苯并三唑的N-酰化反应的改进

该手稿致敬已故的Alan R. Katritzky教授对苯并三唑化学的贡献。

抽象的

通过在1 H-苯并三唑存在下,在无水二氯甲烷中使用2,2'-二吡啶基二硫化物/ PPh 3,将羧酸转化为相应的N-酰基苯并三唑的新途径已经被开发出来。温和的反应条件,短的反应时间,易于处理,广泛的底物范围,所涉及的试剂的可获得性以及此外避免使用碱使得该方案对于N-酰基苯并三唑合成的实验室实践相当有用。

通过在1 H-苯并三唑存在下,在无水二氯甲烷中使用2,2'-二吡啶基二硫化物/ PPh 3,将羧酸转化为相应的N-酰基苯并三唑的新途径已经被开发出来。温和的反应条件,短的反应时间,易于处理,广泛的底物范围,所涉及的试剂的可获得性以及此外避免使用碱使得该方案对于N-酰基苯并三唑合成的实验室实践相当有用。

更新日期:2018-09-17
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