4.7 Article

Cu-Catalyzed Diarylthiolation of Ynones with Aryl Iodides and Elemental Sulfur: An Access to Tetrasubstituted (Z)-1,2-Bis(arylthio)alkenes and Benzo[b][1,4]dithiines

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 87, 期 17, 页码 11796-11804

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c01575

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资金

  1. National Natural Science Foundation of China [21702237]
  2. Anhui Natural Science Foundation [2108085 MB60]

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A copper-catalyzed three-component reaction has been established for the synthesis of (Z)-1,2-bis(arylthio)alkenes via a syn-addition process involving ynones, aryl iodides, and elemental sulfur. The reaction shows practicality in operation, broad substrate scope, and the possibility of readily accessible scale-up synthesis with good to excellent yields. Additionally, benzo[b][1,4]dithiines can be efficiently constructed using 1,2-diiodobenzene as the coupling partner.
A copper-catalyzed three-component reaction of ynones, aryl iodides, and elemental sulfur via a syn-addition process is established. The reaction features operational practicality, broad substrate scope, and readily accessible scale-up synthesis by affording a series of (Z)-1,2-bis(arylthio)alkenes in good to excellent yield. Moreover, benzo[b][1,4]dithiines can be also constructed efficiently by using 1,2-diiodobenzene as the coupling partner.

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