Debenzylative Sulfonylation of Tertiary Benzylamines Promoted by Visible Light
作者:Ying Fu、Qing‐Kui Wu、Zhengyin Du
DOI:10.1002/ejoc.202100144
日期:2021.3.26
A visiblelight photocatalytic debenzylative sulfonylation of tertiary benzylamines is described, affording a series of sulfonamides in high yields. This operationally simple transformation showed high functional group compatibility and wide substrate scope.
Double C–N bond cleavages of <i>N</i>-alkyl 4-oxopiperidinium salts: access to unsymmetrical tertiary sulfonamides
作者:Ying Fu、Ming-Peng Li、Chun-Zhao Shi、Fang-Rong Li、Zhengyin Du、Congde Huo
DOI:10.1039/c9ob02107h
日期:——
paper, regiospecific, double intraannular C–N bond cleavages of N-alkyl 4-oxopiperidinium salts are presented. The reaction sequence involves a charge-transfer complex, in situ formed between sulfonyl chloride and N-methylmorpholine, which induces S–Cl bond homolysis of sulfonyl chloride, yielding a reactive sulfonyl radical that further induces the double C–N bond cleavages of N-alkyl 4-oxopiperidinium
Synthesis of Aromatic Sulfonamides through a Copper-Catalyzed Coupling of Aryldiazonium Tetrafluoroborates, DABCO·(SO<sub>2</sub>)<sub>2</sub>, and <i>N</i>-Chloroamines
A copper-catalyzed aminosulfonylation of aryldiazonium tetrafluoroborates, DABCO·(SO2)2, and N-chloroamines is described. This coupling reaction provides an efficient and simple approach to a wide range of sulfonamides in moderate to good yields under mild conditions. Mechanistic investigation suggests that a radical process and transition-metal catalysis are merged in this tandem reaction.