Efficient nucleophilic substitution of halopyridines using ethanol as solvent with microwave heating: synthesis of 2-aminoethylsulfanylpyridines
Efficient nucleophilic substitution of halopyridines using ethanol as solvent with microwave heating: synthesis of 2-aminoethylsulfanylpyridines
复制标题
DOI：
10.1080/17518253.2012.683046
复制
发表时间：
2012-01-01
影响因子：
6.6
通讯作者：
Hearn, Milton T. W.
中科院分区：
文献类型：
--
作者：
Bhagwat, Anjali;Campi, Eva M.;Hearn, Milton T. W.
氨基乙磺酰基吡啶类化合物是药物化学、传感器件、催化和分离科学中的重要配体。本文报道了以卤代吡啶为原料，以乙醇为溶剂和试剂，微波加热，反应时间短，可获得很高的2-氨基乙基-磺酰基吡啶异构体和取代衍生物的分离产率的重要发现。与以前用于合成2-氨基乙基磺酰基吡啶衍生物的方法相比，其中产率可以根据卤代吡啶环上取代基的性质和位置而变化很大，所描述的方法更加通用，通常应该更广泛地适用于卤代吡啶的亲核取代。
Aminoethylsulfanylpyridine derivatives are important ligands used in medicinal chemistry, sensing devices, catalysis, and separation science. This paper reports the important finding that very high isolated yields of 2-aminoethyl-sulfanylpyridine isomers and substituted derivatives can be achieved by carrying out the synthesis with halopyridines using ethanol as both a solvent and reagent with microwave heating for short reaction times. Compared to the previous approaches employed for the synthesis of 2-aminoethylsulfanylpyridine derivatives, where yields can be very variable depending on the nature and position of the substituents in the halopyridine ring, the described procedures are more versatile and should be more broadly applicable to the nucleophilic substitution of halopyridines in general.