Cs2CO3 Catalyzed Intramolecular Aminocarbonylation of Alkynes: Synthesis of 3-Amino-1H-inden-1-ones from N-tert-Butyl-2-(1-alkynyl)benzaldimines

被引：5

作者：

Guo, Zhen ^{[1
]}

Liu, Tao ^{[1
]}

Liang, Xiujuan ^{[1
]}

Wu, Yuting ^{[1
]}

Yao, Tuanli ^{[1
]}

机构：

[1] Shaanxi Univ Sci & Technol, Coll Chem & Chem Engn, Shaanxi Key Lab Chem Additives Ind, Xian 710021, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2020年 / 362卷 / 05期

关键词：

aminocarbonylation; 3-amino-indenone; N-tert-butyl-2-(1-alkynyl)benzaldimines; catalysis; cesium carbonate; CYCLIZATION; RULES; DERIVATIVES; LIGANDS;

D O I：

10.1002/adsc.201901349

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Synthesis of a wide variety of 3-amino-1H-inden-1-ones from N-tert-butyl-2-(1-alkynyl)benzaldimines via intramolecular aminocarbonylation of alkynes using Cs2CO3 as catalyst and air as oxidant has been developed. This highly atom-efficient, transition-metal-free reaction proceeds under thermal conditions. We propose that the reaction proceeds through an unprecedented 5-exo-dig cyclization of N-tert-butyl-2-(1-alkynyl)benzaldimines and thermal rearrangement of 3-methylene-2 lambda(2)-isoindolin-1-ols.

引用

收藏

页码：1053 / 1057

页数：5

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