Cyclization of carbonyl groups onto alkynes upon reaction with IPy2BF4 and their trapping with nucleophiles:: A versatile trigger for assembling oxygen heterocycles

Cyclization of carbonyl groups onto alkynes upon reaction with IPy2BF4 and their trapping with nucleophiles:: A versatile trigger for assembling oxygen heterocycles
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DOI:
10.1021/ja0355372
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发表时间:
2003-07-30
影响因子:
15
通讯作者:
González, JM
González, JM
中科院分区:
化学1区
文献类型:
--
作者:
Barluenga, J;Vázquez-Villa, H;González, JM

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从双(吡啶)碘(I)四氟硼酸盐中释放出的碘离子与邻位-炔基取代的羰基化合物和不同的亲核剂在室温下通过一种新的、无金属的反应序列反应生成有价值的碘化杂环。有趣的是,亲核剂的性质可以进行广泛的修饰,不仅是醇,而且几种碳基亲核剂也可以很好地使用。
Iodonium ions liberated from bis(pyridine)iodonium(I) tetrafluoroborate react withortho-alkynyl-substituted carbonyl compounds and different nucleophiles to give valuable iodinated heterocycles at room temperature, through a new and metal-free reaction sequence. Interestingly, the nature of the nucleophile can be widely modified, and not only alcohols but also several carbon-based nucleophiles can be nicely used.