Synthesis of β-Keto SulfonesviaCoupling of Aryl/Alkyl Halides, Sulfur Dioxide and Silyl Enolates through Metal-Free Photoinduced C-X Bond Dissociation

Autor:	Yechun Ding, Jie Wu, Xiaona Fan, Xinxing Gong
Rok vydání:	2017
Předmět:	chemistry.chemical_classification Silylation 010405 organic chemistry Aryl Halide General Chemistry 010402 general chemistry Photochemistry 01 natural sciences Medicinal chemistry Dissociation (chemistry) 0104 chemical sciences chemistry.chemical_compound chemistry Metal free Ultraviolet irradiation Sulfur dioxide Alkyl
Zdroj:	Advanced Synthesis & Catalysis. 359:2999-3004
ISSN:	1615-4150
DOI:	10.1002/adsc.201700525
Popis:	A photoinduced sulfonylative coupling of aryl/alkyl halides, DABCO·(SO2)2 (1,4-diazabicyclo[2.2.2]octane-sulfur dioxide), and silyl enolates under metal-free conditions is developed, giving rise to β-keto sulfones in good yields. This transformation proceeds smoothly at room temperature under ultraviolet irradiation with good tolerance of various functional groups. Aryl iodides/bromides and alkyl halides are all good substrates in the sulfonylative reaction. A plausible mechanism is proposed, which undergoes through a radical process under photoinduced conditions.
Databáze:	OpenAIRE
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