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
收藏
页码：7099 / 7104
页数：6
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