Efficient construction of diverse spiro[indoline-3,4′-pyrrolo[3,4-b]pyridines] via [3+3] cycloaddition of MBH carbonates of isatins with β-enamino maleimides

被引：20

作者：

Pan, Liu-Na ^{[1
]}

Sun, Jing ^{[1
]}

Liu, Xue-Yan ^{[1
]}

Yan, Chao-Guo ^{[1
]}

机构：

[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Jiangsu, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2022年 / 20卷 / 35期

基金：

中国国家自然科学基金;

关键词：

POT MULTICOMPONENT SYNTHESIS; BAYLIS-HILLMAN CARBONATES; STEREOSELECTIVE-SYNTHESIS; CONVENIENT SYNTHESIS; 4-COMPONENT REACTION; SPIROOXINDOLES; ANTICANCER; FACILE; SPIRO; DERIVATIVES;

D O I：

10.1039/d2ob01257j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient method to construct unique spiro[indoline-3,4 '-pyrrolo[3,4-b]pyridines] was successfully developed via a DABCO promoted formal [3 + 3] cycloaddition reaction of MBH carbonates of isatins with beta-enamino maleimides in acetonitrile at room temperature. This reaction afforded multifunctionalized spiro[indoline-3,4 '-pyrrolo[3,4-b]pyridines] and spiro[dipyrrolo[3,4-b:3 ',4 '-e]pyridine-8,3 '-indolines] in good yields and with lower diastereoselectivity. The relative configuration of the two diasteromers of the spiro compounds was clearly elucidated by the determination of eight single crystal structures.

引用

页码：7099 / 7104

页数：6

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