Alkynylthioimidazolium Salts: Efficient Reagents for the Synthesis of Alkynyl Sulfides by Electrophilic Thioalkynylation
Alkynylthioimidazolium Salts: Efficient Reagents for the Synthesis of Alkynyl Sulfides by Electrophilic Thioalkynylation
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DOI：
10.1002/chem.201604760
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发表时间：
2017-01-01
影响因子：
4.3
通讯作者：
Alcarazo, Manuel
中科院分区：
文献类型：
--
作者：
Pena, Javier;Talavera, Garazi;Alcarazo, Manuel
报道了通过有机锌化合物与二溴（咪唑鎓）硫烷反应有效合成一系列炔基硫代咪唑鎓盐。在这些新物种中添加格氏试剂提供了一种高度模块化、清洁且可扩展的方法，以良好到优异的收率获得各种炔基硫醚。该方案的实用性通过炔基硫醚的制备得到展示，而炔基硫醚通过现有方法特别难以获得或根本无法获得。此外，该合成方法还扩展到炔基硒化物的制备。
The efficient synthesis of a series of alkynylthioimidazolium salts through reaction of organozinc compounds with dibromo(imidazolium) sulfuranes is reported. Addition of Grignard reagents to these new species provided a highly modular, clean, and scalable access to a broad variety of alkynyl sulfides in good-to-excellent yields. The utility of this protocol was showcased by the preparation of alkynyl sulfides, which are particularly difficult to obtain or simply unavailable through the existing methodologies. In addition, the synthetic method was extended to the preparation of alkynyl selenides.