A Practical, One-Pot Synthesis of Highly Substituted Thiophenes and Benzo[b]thiophenes from Bromoenynes and o-Alkynylbromobenzenes
A Practical, One-Pot Synthesis of Highly Substituted Thiophenes and Benzo[b]thiophenes from Bromoenynes and o-Alkynylbromobenzenes
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DOI：
10.1021/ol201970m
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发表时间：
2011-10-07
期刊：
影响因子：
5.2
通讯作者：
Sanz, Roberto
中科院分区：
文献类型：
--
作者：
Guilarte, Veronica;Fernandez-Rodriguez, Manuel A.;Sanz, Roberto
以易得的溴烯烃和邻炔基溴苯衍生物为原料，合成了一种高效的噻吩类和苯并[b]噻吩类化合物。这种新颖的一锅法包括钯催化的C-S键的形成，使用硫化氢替代物，然后进行杂环化反应。此外，选择亲电体的原位官能化进一步扩展了该方法制备相应的高取代硫杂环的潜力。
An efficient synthesis of thiophenes and benzo[b]thiophenes has been developed from easily available bromoenynes and o-alkynylbromobenzene derivatives. This novel one-pot procedure involves a Pd-catalyzed C-S bond formation using a hydrogen sulfide surrogate followed by a heterocyclization reaction. Moreover, in situ functionalization with selected electrophiles further expands the potential of this methodology to the preparation of the corresponding highly substituted sulfur heterocycles.