4.8 Article

Ni(cod)(duroquinone)-Catalyzed C-N Cross-Coupling for the Synthesis of N,N-Diarylsulfonamides

Journal

ORGANIC LETTERS
Volume 24, Issue 36, Pages 6642-6646

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c02670

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In this study, a C-N cross-coupling reaction using Ni(cod)(DQ) as a catalyst without additional ligands was reported. This method enables the synthesis of N,N-diarylsulfonamides from weakly nucleophilic N-arylsulfonamides and aryl bromides. The reaction is compatible with a wide range of electron-deficient and electron-rich aryl and heteroaryl bromides and can be applied to the derivatization of N-arylsulfonamide pharmaceutical compounds.
We report a C???N cross-coupling reaction of weakly nucleophilic N-arylsulfonamides and aryl bromides to access N,N-diarylsulfonamides using Ni(cod)(DQ) as a catalyst without additional ligands. The process is compatible with electron-deficient and electron -rich aryl and heteroaryl bromides (34 examples, 21???98%) and can be applied to the derivatization of an N-arylsulfonamide pharmaceutical compound. Superscript/Subscript Available

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