An InBr3 catalyzed one-pot three-component synthesis of functionalized spirodihydrofuran oxindoles via intramolecular alkyne carbonyl metathesis

被引：18

作者：

Siddiqui, I. R. ^{[1
]}

Rahila ^{[1
]}

Shamim, Shayna ^{[1
]}

Rai, Pragati ^{[1
]}

Shireen ^{[1
]}

Waseem, Malik A. ^{[1
]}

Abumhdi, Afaf A. H. ^{[1
]}

机构：

[1] Univ Allahabad, Dept Chem, Lab Green Synth, Allahabad 211002, Uttar Pradesh, India

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 51期

关键词：

One-pot; Spirooxindole; Dihydrofuran; Alkyne carbonyl metathesis; Indium (III) reagents; STRUCTURE-BASED DESIGN; MAMMALIAN-CELL CYCLE; MULTICOMPONENT REACTION; ASPERGILLUS-FUMIGATUS; EFFICIENT SYNTHESIS; INDOLE-DERIVATIVES; MICHAEL REACTION; SPIROOXINDOLES; INHIBITORS; ALKALOIDS;

D O I：

10.1016/j.tetlet.2013.09.122

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new and convenient one-pot methodology for the reaction of N-methyl isatin, alkynes and phenacyl bromides to selectively afford Spiro dihydrofuran oxindole derivatives catalyzed by indium bromide under ambient temperature conditions has been documented. The method has been applied for the synthesis of a range of compounds with variable functionalities in good to excellent yields (76-92%). The significant advantages of this protocol are highlighted by excellent yields, cleaner reaction profiles and avoidance of expensive catalysts. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：6991 / 6994

页数：4

共 63 条

[1] Synthesis and evaluation of some new spiro indoline-based heterocycles as potentially active antimicrobial agents [J].