Metal-Free Synthesis of 2-Benzylideneindolin-3-ones via a Nucleophilic/Rearrangement/Azide-Alkene Cascade Reaction

被引：0
|
作者：
Tang, Quan [1 ]
Huang, Sheng-Chao [4 ]
Wang, Hua [1 ]
Long, Tianyu [1 ,2 ]
Kong, Han-Han [1 ]
Yang, Qing-Qing [1 ]
Huang, Nianyu [3 ]
Wang, Long [1 ,4 ]
机构：
[1] China Three Gorges Univ, Coll Mat & Chem Engn, Key Lab Inorgan Nonmetall Crystalline & Energy Con, Yichang 443002, Hubei, Peoples R China
[2] China Three Gorges Univ, Coll Hydraul & Environm Engn, Yichang 443002, Hubei, Peoples R China
[3] China Three Gorges Univ, Coll Biol & Pharmaceut Sci, Hubei Key Lab Nat Prod Res & Dev, Yichang 443002, Hubei, Peoples R China
[4] Hubei Three Gorges Labratory, Yichang 443007, Hubei, Peoples R China
来源：
SYNLETT | 2025年 / 36卷 / 04期
基金：
美国国家科学基金会; 中国博士后科学基金;
关键词：
metal-free synthesis; benzylideneindolinones; azidobenzaldehydes; terminal alkynes; azide-alkene cycloaddition; cascade reaction; AZIDE-TETHERED ALKYNES; EXPEDITIOUS SYNTHESIS; PROPARGYLIC ALCOHOLS; VINYL AZIDES; ARYL AZIDES; ACCESS; CYCLIZATION; DERIVATIVES; INDIRUBINS; ANNULATION;
D O I：
10.1055/a-2341-9185
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A metal-free synthesis of 2-benzylideneindolin-3-ones through a formal [4+1] annulation from o -azidobenzaldehydes and terminal alkynes has been developed. The method features operational simplicity, mild reaction conditions, and ready availability of starting materials. A broad range of 2-benzylideneindolin-3-ones were prepared in moderate to excellent yields. Mechanistic studies indicated that the reaction might proceed through a nucleophilic addition/rearrangement/azide-alkene cycloaddition pathway to produce 2-benzylideneindolin-3-ones.
引用
收藏
页码：341 / 346
页数：6
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