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

被引：7

作者：

Tian, Si-Wei ^{[1
]}

Luo, Zhen-Tao ^{[1
]}

Xiong, Bi-Quan ^{[1
]}

Tang, Ke-Wen ^{[1
]}

Huang, Peng-Fei ^{[1
]}

Liu, Yu ^{[1
]}

机构：

[1] Hunan Inst Sci & Technol, Dept Chem & Chem Engn, Yueyang 414006, Hunan, Peoples R China

来源：

GREEN CHEMISTRY | 2024年 / 26卷 / 11期

基金：

中国国家自然科学基金;

关键词：

4-SUBSTITUTED HANTZSCH ESTERS; ALKYLATION; MIGRATION/DESULFONYLATION; SULFONYLATION; CONSTRUCTION; SULFONES;

D O I：

10.1039/d4gc00186a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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.

引用

页码：6774 / 6778

页数：5

共 23 条

[21] Fe-Catalyzed Fluorosulfonylation of Alkenes via Sulfur Dioxide Insertion: Synthesis of Lactam-Functionalized Alkyl Sulfonyl Fluorides
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ORGANIC LETTERS, 2024, 26 (33) : 6983 - 6987
[22] Nickel-Catalyzed Three-Component 1,1-Difunctionalization of Unactivated Alkenes with Quinoxaline/Naphthoquinone and Arylboronic Acids via Organometallic-Radical Relay
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ORGANIC LETTERS, 2024,
[23] Synthesis of sulfonylated benzimidazo[2,1-a]isoquinolin-6(5H)-ones via I2O5-induced radical relay addition/cyclization of activated alkenes with sulfonylhydrazides
Tang, Yucai
Yang, Meng
Wang, Feifei
Hu, Xia
Wang, Gang
TETRAHEDRON LETTERS, 2021, 67

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