Sustainable Synthesis of Oximes, Hydrazones, and Thiosemicarbazones under Mild Organocatalyzed Reaction Conditions

被引：21

作者：

Morales, Sara ^{[1
]}

Luis Acena, Jose ^{[1
]}

Garcia Ruano, Jose Luis ^{[1
]}

Belen Cid, M. ^{[1
]}

机构：

[1] Univ Autonoma Madrid, Dept Organ Chem, Cantoblanco, E-28049 Madrid, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 20期

关键词：

STEREOSELECTIVE-SYNTHESIS; NUCLEOPHILIC CATALYSIS; ANTIMICROBIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ALPHA-NUCLEOPHILES; N-ACYLHYDRAZONES; O-BENZOYLOXIMES; DERIVATIVES; CHEMISTRY; LIGATION;

D O I：

10.1021/acs.joc.6b01912

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pyrrolidine catalyzes very efficiently, presumably via iminium activation, the formation of acyloximes, acylhydrazones, and thiosemicarbazones derived from aromatic and aliphatic aldehydes using equimolar amounts of reagents and green solvents. Experimental simplicity and excellent yields after a simple filtration are the main advantages of the method, being an alternative to those currently available especially for the acyl derivatives, which do not work under uncatalyzed conditions. Its application to the synthesis of acyloximes by direct condensation between aldehydes and acylhydroxylamines is unprecedented.

引用

页码：10016 / 10022

页数：7

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