A radical Smiles rearrangement difunctionalization of activated alkenes via desulfonylation and insertion of sulfur dioxide relay strategy,Green Chemistry

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A radical Smiles rearrangement difunctionalization of activated alkenes via desulfonylation and insertion of sulfur dioxide relay strategy
Green Chemistry ( IF 9.3 ) Pub Date : 2024-05-04 , DOI: 10.1039/d4gc00186a
Si-Wei Tian ₁ , Zhen-Tao Luo ₁ , Bi-Quan Xiong ₁ , Ke-Wen Tang ₁ , Peng-Fei Huang ₁ , Yu Liu ₁

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A visible-light-induced difunctionalization of activated alkenes for building alkylsulfonylated oxindoles and amides through a radical Smiles rearrangement strategy was reported. A tandem SO₂ insertion/1,4-aryl migration/desulfonylation/cyclization sequence was involved in this transformation. Readily available Hantzsch esters served as alkylation reagents. Two different products were constructed depending on the substituent group of the nitrogen atom.

中文翻译：

通过脱磺酰化和插入二氧化硫中继策略对活化烯烃进行激进的微笑重排双官能化

据报道，可见光诱导的活化烯烃双官能化，通过激进的 Smiles 重排策略构建烷基磺酰化羟吲哚和酰胺。该转化涉及串联SO ₂插入/1,4-芳基迁移/脱磺酰化/环化序列。容易获得的 Hantzsch 酯用作烷基化试剂。根据氮原子的取代基构建了两种不同的产物。

更新日期：2024-05-04

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