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

Yong Luo, Hao Ding, Jing-Song Zhen, Xian Du, Xiaohong Xu, Yuan Han, Yihui Li, Wan-Ying Qi, Bing-Zhe Liu, Shi-Man Lu, Can Xue, Qiuping Ding

2021Chemical Science30 citationsDOIOpen Access PDF

Abstract

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.

Topics & Concepts

SulfonamideDeaminationCatalysisChemistrySurface modificationCleavage (geology)Combinatorial chemistryBond cleavageVisible spectrumOrganic chemistryMaterials scienceEnzymeFracture (geology)Composite materialOptoelectronicsPhysical chemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
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