One-pot synthesis of 5,6-disubstituted 3H-pyrrolizines organocatalyzed by piperidinium acetate

被引：13

作者：

Li, Yujiao ^{[1
,2
]}

Yan, Jiaying ^{[1
,2
]}

Cheng, Kai ^{[1
,2
]}

Kong, Shuai ^{[1
,2
]}

Zheng, Kaibo ^{[1
,2
]}

Wang, Long ^{[1
,2
]}

Zhang, Nuonuo ^{[1
,2
]}

机构：

[1] China Three Gorges Univ, Coll Mat & Chem Engn, Yichang 443002, Hubei, Peoples R China

[2] China Three Gorges Univ, Key Lab Inorgan Nonmetall Crystalline & Energy Co, Yichang 443002, Hubei, Peoples R China

来源：

RESEARCH ON CHEMICAL INTERMEDIATES | 2017年 / 43卷 / 10期

基金：

中国国家自然科学基金;

关键词：

3H-Pyrrolizine; Organocatalyst; Piperidinium acetate; One-pot; DFT calculation; PYRROLIZINE DERIVATIVES; EFFICIENT SYNTHESIS; INHIBITORS; DESIGN;

D O I：

10.1007/s11164-017-2929-0

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The organocatalyst, piperidinium acetate formed in situ, was utilized as an efficient catalyst for one-pot synthesis of 5,6-disubstituted 3H-pyrrolizines with halogen (Cl, Br), methoxy and ethyl ester groups. Absorption and emission spectra properties were also compared in dichloromethane, toluene, methanol, and DMSO. Electronic spectra were altered slightly by these substituents, which can be well explained by TD-DFT calculations. And the selected four orbital energies indicated that electrons transited smoothly from the pyrrolizine ring to the indole unit.

引用

页码：5337 / 5344

页数：8

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