The recent development of new gold(I) catalytic methods has opened the door to the total syn- thesis of natural products and bioactive complex molecules. We describe a convenient, straightforward, effi- cient and environmentally benign protocol to synthesize the 5-(3-indolyl)oxazole. The new synthetic route was finished in five steps including iodization, N-Boc protection, Sonogashira cross-coupling, gold catalyzed reaction, deprotection using indole as the starting material. The key step was generation of a-oxo carbene via gold-catalyzed intermolecular oxidation of alkynes (2).%一价金配合物催化的研究,为天然产物和生物活性分子的全合成开辟了新颖简捷的途径.描述了一条简便直接、高效、环境友好的噫唑类天然产物的合成路线.该路线以吲哚为原料,经过碘化,N-Boc保护,Sonogashira偶联,金催化成环反应(72%~88%),脱保护等5步反应合成目标物.关键反应是在金催化下8-甲基喹啉氮氧化物与炔(2)间产生α-羰基金卡宾中间体.
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