2,3,6-三取代-5,6-二氢咪唑并[2,1-b]噻唑衍生物的高通量合成
High Throughput Synthesis of 2,3,6-Trisubstituted-5,6-Dihydroimidazo[2,1-b]thiazole Derivatives.
作者信息
Li Yangmei, Giulianotti Marc, Houghten Richard A
机构信息
Torrey Pines Institute for Molecular Studies, 11350 Village Parkway, Port St. Lucie, FL 34987.
出版信息
Tetrahedron Lett. 2011 Feb 9;52(6):696-698. doi: 10.1016/j.tetlet.2010.12.006.
Abstract
A facile approach to the synthesis of 2,3,6-trisubstituted-5,6-dihydroimidazo[2,1-b]thiazole was reported. A resin bound cyclic thiourea was formed by the treatment of a resin bound diamine with 1,1'-thiocarbonyldiimidazole, and then reacted with a α-haloketone to generate a resin bound isothiourea. HF treatment of the resin bound isothiourea resulted in the cleavage of the product and simultaneous formation of an enamine bond. This led to the formation of the 2,3,6-trisubstituted-5,6-dihydroimidazo[2,1-b]thiazole in high yield and purity.
摘要
报道了一种合成2,3,6-三取代-5,6-二氢咪唑并[2,1-b]噻唑的简便方法。通过用1,1'-硫代羰基二咪唑处理树脂结合的二胺形成树脂结合的环状硫脲，然后与α-卤代酮反应生成树脂结合的异硫脲。对树脂结合的异硫脲进行HF处理导致产物裂解并同时形成烯胺键。这使得能够高产率和高纯度地形成2,3,6-三取代-5,6-二氢咪唑并[2,1-b]噻唑。
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