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Issue 8, 2019
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Synthesis of aryl and heteroaryl tetrafluoro-λ6-sulfanyl chlorides from diaryl disulfides using trichloroisocyanuric acid and potassium fluoride

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Abstract

We present a catalyst-free method for the synthesis of aryl and heteroaryl tetrafluoro-λ6-sulfanyl chlorides (Ar-SF4Cl) by using trichloroisocyanuric acid and potassium fluoride in acetonitrile. The method has wide substrate generality and proceeded well with high yields even in the absence of acid catalysts. The preparation of meta- and para-SF4Cl-substituted pyridines using TCCA was achieved for the first time.

Graphical abstract: Synthesis of aryl and heteroaryl tetrafluoro-λ6-sulfanyl chlorides from diaryl disulfides using trichloroisocyanuric acid and potassium fluoride

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The article was received on 02 Feb 2019, accepted on 21 Feb 2019 and first published on 22 Feb 2019


Article type: Research Article
DOI: 10.1039/C9QO00191C
Citation: Org. Chem. Front., 2019,6, 1157-1161

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    Synthesis of aryl and heteroaryl tetrafluoro-λ6-sulfanyl chlorides from diaryl disulfides using trichloroisocyanuric acid and potassium fluoride

    I. Saidalimu, Y. Liang, K. Niina, K. Tanagawa, N. Saito and N. Shibata, Org. Chem. Front., 2019, 6, 1157
    DOI: 10.1039/C9QO00191C

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