Synthesis of 2-Aryl Acetophenones via Hydrobromination and Oxy-isomerization of (o-Arylethynyl)benzyl Alcohols

Tzu Hsuan Kuan, Duen Ren Hou

研究成果: 雜誌貢獻期刊論文同行評審

1 引文 斯高帕斯(Scopus)

摘要

Hydrobromination and oxy-isomerization of (o-arylethynyl)benzyl alcohols to yield brominated aryl ketones were achieved with bromotrimethylsilane. The substrate scope suggested that vinyl carbocations, stabilized by the conjugated aryl groups, are the reaction intermediates. 1H-Isochromene was also detected by 1H NMR, and an isolated 1H-isochromene was converted to the product when retreated with TMSBr. The formation of 1H-isochromene is equivalent to a 6-endo-dig cyclization and contrasts with the corresponding reactions under basic conditions, in which the 5-exo-dig process dominated.

原文???core.languages.en_GB???
頁(從 - 到)6907-6917
頁數11
期刊Journal of Organic Chemistry
86
發行號9
DOIs
出版狀態已出版 - 7 5月 2021

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