Photocatalytic Annulation-Carbohalogenation of 1,7-Enynes for Atom-Economic Synthesis of Functionalized 3,4-Dihydronaphthalen-1(2H)-ones

Wen Zhe Ji, Hao Nan Shi, Ping Wei, Wen Juan Hao, Shu Jiang Tu, Bo Jiang

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10 Scopus citations

Abstract

A general and efficient photocatalytic annulation-carbohalogenation of 1,7-enynes with a wide variety of alkyl halides was reported, which led to the atom-economic synthesis of functionalized 3,4-dihydronaphthalen-1(2H)-ones with good yields and high stereoselectivity under the mild and oxidant-free conditions. The reaction demonstrated remarkable compatibility regarding alkyl halides as bifunctional reagents, such as ethyl 2-bromo-2,2-difluoroacetate, ethyl 2,2-difluoro-2-iodoacetate, perfluorobutyl iodide, bromotrichloromethane, and diethyl 2-bromomalonate, and enabled wide substrate scope, high functional group tolerance, and 100% atom utilization. (Figure presented.).

Original languageEnglish
Pages (from-to)838-845
Number of pages8
JournalAdvanced Synthesis and Catalysis
Volume363
Issue number3
DOIs
StatePublished - 2 Feb 2021

Keywords

  • 1,7-Enynes
  • 3,4-Dihydronaphthalen-1(2H)-ones
  • Annulation
  • Atom-Economy
  • Photocatalysis

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