A theoretical investigation on the regioselectivity of the [3+2] cycloaddition of nitrile oxide and N-vinylpyrrole

被引：5

作者：

Modanlou, Fariba ^{[1
]}

Hamzehloueian, Mahshid ^{[1
]}

机构：

[1] Islamic Azad Univ, Jouybar Branch, Dept Chem, Juybar, Iran

来源：

STRUCTURAL CHEMISTRY | 2018年 / 29卷 / 01期

关键词：

DFT; Cycloaddition; Elf; Nitrile oxide; Vinylpyrrole; ELECTRON-DENSITY THEORY; 1,3-DIPOLAR CYCLOADDITION; ANTIMYCOBACTERIAL COMPOUNDS; NATURAL-PRODUCTS; MECHANISM; ISOXAZOLINE; PYRROLE; LOCALIZATION; DERIVATIVES; NITRONE;

D O I：

10.1007/s11224-017-0993-0

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Theoretical calculations were performed on the [3+2] cycloaddition (32CA) reaction of nitrile oxide and N-vinylpyrrole. The regiochemistry of the reaction has been studied based on potential energy surface analysis and global and local reactivity indices of the reactants. The global electron density transfer (GEDT) calculations at the possible transition states revealed that this cycloaddition has a nearly non-polar character. The ELF topological analyses of the selected structures involved in the intrinsic reaction coordinate (IRC) of TS1a suggests that this 32CA reaction takes place through a two-stage one-step mechanism.

引用

页码：9 / 14

页数：6

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