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自由基级联途径用于构建 3,4-稠合环取代噻吩

Radical-Cascade Avenue for 3,4-Fused-Ring-Substituted Thiophenes.

机构信息

Department of Chemical Sciences , Indian Institute of Science Education and Research (IISER) Kolkata , Mohanpur 741246 , Nadia , West Bengal , India.

出版信息

Org Lett. 2018 Aug 17;20(16):4728-4731. doi: 10.1021/acs.orglett.8b01577. Epub 2018 Jul 31.

DOI:10.1021/acs.orglett.8b01577
PMID:30062891
Abstract

A single-step intramolecular radical cascade reaction of diynes and thioacetic acid in the presence of a catalytic amount of azobis(isobutyronitrile) as a radical initiator has been developed to synthesize thiophenes. This method allows easy and effective construction of a thiophene scaffold having 3,4-fused-ring substitution and unsubstituted 2,5-positions for further functionalization and polymerization. Using this method, derivatives of cyclopenta[ c]thiophene, 3,4-ethylenedioxythiophene, and thiophene-containing spirocyclic compound have been synthesized.

摘要

已开发出一种在催化量偶氮二异丁腈(作为自由基引发剂)存在下炔烃和硫代乙酸的单步分子内自由基级联反应,以合成噻吩。该方法允许轻松有效地构建具有 3,4-稠合环取代和未取代 2,5-位的噻吩骨架,以进行进一步的功能化和聚合。使用该方法,已合成了环戊[ c]噻吩、3,4-亚乙基二氧噻吩和含噻吩螺环化合物的衍生物。

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