Probing the mechanism of the Ugi four-component reaction with charge-tagged reagents by ESI-MS(/MS)

被引：63

作者：

Medeiros, Gisele A. ^{[1
]}

da Silva, Wender A. ^{[1
]}

Bataglion, Giovana A. ^{[2
]}

Ferreira, Davi A. C. ^{[1
]}

de Oliveira, Heibbe C. B. ^{[1
]}

Eberlin, Marcos N. ^{[2
]}

Neto, Brenno A. D. ^{[1
]}

机构：

[1] Univ Brasilia IQ UnB, Lab Med & Technol Chem, BR-70904970 Brasilia, DF, Brazil

[2] Univ Estadual Campinas, UNICAMP, ThoMSon Mass Spectrometry Lab, Campinas, SP, Brazil

来源：

CHEMICAL COMMUNICATIONS | 2014年 / 50卷 / 03期

基金：

巴西圣保罗研究基金会;

关键词：

MULTICOMPONENT REACTIONS; IONIC LIQUIDS; CHEMISTRY; MS;

D O I：

10.1039/c3cc47156j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The mechanism of the Ugi four-component reaction has been investigated by electrospray ionization (tandem) mass spectrometry using charge-tagged reagents (a carboxylic acid or an amine) to favour detection. Key intermediates were transferred directly via ESI(+) from the reaction solution to the gas phase and characterized by MS measurements and MS/MS collision induced dissociation. The Mumm rearrangement (final step) was also investigated by both travelling wave ion mobility mass spectrometry and DFT calculations. The data seem to consolidate the amazingly selective mechanism of this intricate four-component reaction.

引用

页码：338 / 340

页数：3

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