Carbosulfonylation of Alkynes: A Direct Conversion of sp-C to sp3-C through Visible Light-Mediated 3-Component Reaction

被引:0
|
作者
Reddy, Mandapati Bhargava [1 ,2 ]
Becker, Vanessa E. [1 ]
McGarrigle, Eoghan M. [1 ,2 ]
机构
[1] UCD Sch Chem, Ctr Synth & Chem Biol, Dublin, Ireland
[2] Univ Coll Dublin, A2P CDT Sustainable Chem & BiOrb Bioecon SFI Res C, Dublin, Ireland
基金
英国工程与自然科学研究理事会; 爱尔兰科学基金会;
关键词
RADICAL-ADDITION;
D O I
10.1021/acs.orglett.4c02700
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A 3-component metal-free carbosulfonylation of alkynes is reported using readily available alkyl carboxylic acids and arylsulfinates under visible light irradiation. This photochemical approach gives direct conversion of sp-C to sp(3)-C yielding highly functionalized alkyl sulfones. It employs feedstock chemicals as starting materials and shows a broad substrate scope and moderate diastereoselectivity. The method's utility is highlighted in the synthesis of sedum alkaloids. A single photocatalyst is proposed to be active in two distinct photocatalytic cycles operating in tandem.
引用
收藏
页码:7858 / 7863
页数:6
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