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Catalyst-free arylation of sulfonamides via visible light-mediated deamination.


ABSTRACT: A novel arylation of sulfonamides with boronic acids to afford numerous diaryl sulfones via a visible light-mediated N-S bond cleavage other than the typical transition-metal-catalyzed C(O)-N bond activation is described. This methodology, which represents the first catalyst-free protocol for the sulfonylation of boronic acids, is characterized by its simple reaction conditions, good functional group tolerance and high efficiency. Several successful examples for the late-stage functionalization of diverse sulfonamides indicate the high potential utility of this method in pharmaceutical science and organic synthesis.

SUBMITTER: Luo Y 

PROVIDER: S-EPMC8279011 | biostudies-literature | 2021 Jul

REPOSITORIES: biostudies-literature

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Catalyst-free arylation of sulfonamides <i>via</i> visible light-mediated deamination.

Luo Yong Y   Ding Hao H   Zhen Jing-Song JS   Du Xian X   Xu Xiao-Hong XH   Yuan Han H   Li Yi-Hui YH   Qi Wan-Ying WY   Liu Bing-Zhe BZ   Lu Shi-Man SM   Xue Can C   Ding Qiuping Q  

Chemical science 20210605 27


A novel arylation of sulfonamides with boronic acids to afford numerous diaryl sulfones <i>via</i> a visible light-mediated N-S bond cleavage other than the typical transition-metal-catalyzed C(O)-N bond activation is described. This methodology, which represents the first catalyst-free protocol for the sulfonylation of boronic acids, is characterized by its simple reaction conditions, good functional group tolerance and high efficiency. Several successful examples for the late-stage functionali  ...[more]

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