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Visible‐Light‐Driven Remote C−H Chlorination of Aliphatic Sulfonamides with Sodium Hypochlorite
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2020-07-28 , DOI: 10.1002/ajoc.202000354
Yanshuo Zhu 1 , Juan‐Juan Wang 1 , Danhua Wu 1 , Wei Yu 1
Affiliation  

The C(sp3)−H chlorination of aliphatic sulfonamides was realized by visible‐light photoredox catalysis with Ru(bpy)3Cl2 as photocatalsyt and NaOCl⋅5H2O crystals as the chlorinating agent. The reaction proceeds in a tandem pattern of N−H chlorination and Hofmann‐Löffler‐Freytag chlorination. A variety of differently substituted sulfonamides were chlorinated in this way in high yield. A radical‐chain mechanism is proposed for the reaction on the basis of experimental evidence.

中文翻译:

次氯酸钠对脂肪族磺酰胺的可见光远程CH氯化反应

的C(SP 3)-H脂族磺酰胺的氯化物通过可见光photoredox催化用的Ru(联吡啶)实现32作为photocatalsyt和NaOCl⋅5H 2 ö晶体作为氯化剂。反应以N-H氯化和Hofmann-Löffler-Freytag氯化的串联方式进行。以这种方式高产率地氯化了各种不同取代的磺酰胺。在实验证据的基础上,提出了自由基链反应机制。
更新日期:2020-07-28
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