Green synthesis of benzo[b]thiophenes via iron(III) mediated 5-endo-dig iodocyclization of 2-alkynylthioanisoles
Green synthesis of benzo[b]thiophenes via iron(III) mediated 5-endo-dig iodocyclization of 2-alkynylthioanisoles
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DOI：
10.1016/j.tetlet.2015.12.037
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发表时间：
2016-01-20
影响因子：
1.8
通讯作者：
Royappa, Andrew D.
中科院分区：
文献类型：
--
作者：
Kesharwani, Tanay;Kornman, Cory T.;Royappa, Andrew D.
氯化铁（III）与碘化钠的反应用于产生碘，用于亲电环化的创新。以乙醇为溶剂，该反应为2-炔基茴香硫醚的碘环化反应提供了理想的条件。基本步骤允许形成碘，碘变得自由地与起始炔反应以产生环化产物。通过采用对环境友好且简单的化学方法，以高产率合成了2-碘取代的苯并[B]噻吩，从而产生了有趣的有用分子展示。(C)2015爱思唯尔有限公司版权所有。
A reaction of iron(III) chloride with sodium iodide was used to generate iodine for an innovative take on electrophilic cyclization. With ethanol as solvent, the reaction was observed to provide ideal conditions for iodocyclization of 2-alkynylthioanisoles. The fundamental step allows formation of iodine which becomes free to undergo reaction with the starting alkyne to yield the cyclized product. Implementing environmentally benign and simple chemistry, 2-iodosubstituted benzo[b]thiophenes were synthesized in high yields to produce an interesting display of useful molecules. (C) 2015 Elsevier Ltd. All rights reserved.