Synthesis of tetrahydrobenzo[b]furans via a gold(I)-catalyzed rearrangement/cycloisomerization sequence of cyclic 1-aryl-2-propargyl-cyclohex-2enols

Hsiao Feng Chen, Ming Chang P. Yeh

研究成果: 雜誌貢獻文章同行評審

摘要

A facile synthesis of tetrahydrobenzo[b]furans via gold(I)-catalyzed cycloisomerization of 1-aryl-2-propargylcyclohex-2-enols is described. The transformation is suggested to proceed through a gold(I)-catalyzed tertiary allylic alcohol rearrangement to give a secondary allylic alcohol that underwent a 5-exo-dig addition of the hydroxyl group onto the gold(I)-activated alkyne to give a vinylgold species. Protodeauration of the resulting vinylgold intermediate followed by aromatization furnished the tetrahydrobenzo[b]furans.

原文英語
頁(從 - 到)614-629
頁數16
期刊Journal of the Chinese Chemical Society
66
發行號6
DOIs
出版狀態已發佈 - 2019 六月

ASJC Scopus subject areas

  • Chemistry(all)

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