- Debenzylative Sulfonylation of Tertiary Benzylamines Promoted by Visible Light
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An efficient, general, inexpensive, and environmentally friendly photosynthesis of sulfonamides via visible light promoted debenzylative sulfonylation of tertiary benzylamines is described. Compared to the traditional S?N coupling reactions, which are promoted by oxidative C?N bond cleavage of symmetrical tertiary alkylamines, this strategy provides a selective C?N bond cleavage protocol and avoids the use of transition-metal, explosive oxidants, and ligands.
- Fu, Ying,Wu, Qing-Kui,Du, Zhengyin
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supporting information
p. 1896 - 1900
(2021/04/06)
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- Synthesis method of aryl tertiary sulfonamide compound
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The invention provides a synthesis method of an aryl tertiary sulfonamide compound. In an aprotic solvent, with aryl sulfonyl chloride and a N,N-disubstituted-4-oxopiperidine quaternary ammonium saltcompound as raw materials and N-methylmorpholine as alka
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Paragraph 0030; 0031
(2019/10/01)
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- Double C-N bond cleavages of: N-alkyl 4-oxopiperidinium salts: Access to unsymmetrical tertiary sulfonamides
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In this 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 salt. The secondary amine thus produced was trapped by sulfonyl chloride to yield the desired sulfonamide product. The key feature of this protocol is that two intraannular C-N bonds of the 4-oxopiperidine ring are cleaved in one step under metal- A nd oxidant-free conditions.
- Fu, Ying,Li, Ming-Peng,Shi, Chun-Zhao,Li, Fang-Rong,Du, Zhengyin,Huo, Congde
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supporting information
p. 10172 - 10177
(2019/12/26)
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