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

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Carbosulfonylation of Alkynes: A Direct Conversion of sp-C to sp3-C through Visible Light-Mediated 3-Component Reaction
Organic Letters ( IF 4.9 ) Pub Date : 2024-09-11 , DOI: 10.1021/acs.orglett.4c02700
Mandapati Bhargava Reddy _{1,

2} , Vanessa E Becker ₁ , Eoghan M McGarrigle _{1,

2}

Affiliation

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 sp³-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.

中文翻译：

炔烃的碳磺酰化：通过可见光介导的三组分反应将 sp-C 直接转化为 sp3-C

据报道，在可见光照射下，使用容易获得的烷基羧酸和芳基亚磺酸盐对炔烃进行三组分无金属碳磺酰化。这种光化学方法将 sp-C 直接转化为 sp ³ -C，产生高度官能化的烷基砜。它采用原料化学品作为起始材料，具有广泛的底物范围和中等的非对映选择性。该方法在景天生物碱的合成中的实用性得到了突出。单个光催化剂被认为在串联运行的两个不同的光催化循环中具有活性。

更新日期：2024-09-11

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