Dearomatization‐Enabled Visible‐Light‐Induced 1,2‐Alkylsulfonylation of Alkenes Using Sodium Sulfinates and Pyridinium Salts,Advanced Synthesis & Catalysis

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Dearomatization‐Enabled Visible‐Light‐Induced 1,2‐Alkylsulfonylation of Alkenes Using Sodium Sulfinates and Pyridinium Salts
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-06-19 , DOI: 10.1002/adsc.202000457
Yuan Yang _{1,

2} , Chong‐Hui Xu _{1,

3} , Fan Teng ₁ , Jin‐Heng Li _{1,

2,

3}

Affiliation

We demonstrate a three‐component 1,2‐alkylsulfonylation of alkenes using sodium sulfinates and pyridinium salts through visible light photoredox catalysis, wherein heteroarenium salts are harnessed as radical acceptors via dearomatization. This reaction allows the simultaneous incorporation of sulfonyl and 1,4‐dihydropyridine groups across the C=C bonds to access various sulfonyl‐containing 1,4‐dihydropyridine derivatives with a broad substrate scope and represents a mechanistically distinct approach to achieve alkene difunctionalization through reductive single‐electron transfer.

中文翻译：

使用亚磺酸钠和吡啶鎓盐进行芳烃脱芳香化的可见光诱导的1,2-烷基磺酰基化

我们证明了亚磺酸钠和吡啶鎓盐通过可见光氧化还原催化作用，可实现烯烃的三组分1,2-烷基磺酰化，其中杂芳烃盐通过脱芳香化作用被用作自由基受体。该反应允许同时在C = C键上并入磺酰基和1,4-二氢吡啶基团，以访问具有广泛底物范围的各种含磺酰基的1,4-二氢吡啶衍生物，这是通过还原实现烯烃二官能化的机制独特的方法单电子转移。

更新日期：2020-08-19

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