General Multicomponent Strategy for the Synthesis of 2-Amino-1,4-diazaheterocycles: Scope, Limitations, and Utility

被引：22

作者：

Kysil, Volodymyr ^{[1
]}

Khvat, Alexander ^{[1
]}

Tsirulnikov, Sergey ^{[2
]}

Tkachenko, Sergey ^{[1
]}

Williams, Caroline ^{[1
]}

Churakova, Marina ^{[2
]}

Ivachtchenko, Alexandre ^{[1
]}

机构：

[1] ChemDiv Inc, San Diego, CA 92121 USA

[2] Chem Divers Res Inst, Chimki 114401, Moscow Reg, Russia

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 2010卷 / 08期

关键词：

Multicomponent reactions; Molecular diversity; Heterocycles; Lewis acids; Cyclization; RING-CHAIN TAUTOMERISM; ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; PEPTIDASE-IV INHIBITOR; C-O BOND; COMBINATORIAL SYNTHESIS; 3-COMPONENT REACTION; PARALLEL SYNTHESIS; ALPHA-ADDITIONS; DRUG DISCOVERY; IN-VITRO;

D O I：

10.1002/ejoc.200901360

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Multicomponent reactions of primary 1,2- and 1,3-diamines with carbonyl compounds and isocyanides resulting in the formation of diverse 2-amino-1,4-diazaheterocycles are described. Lewis acids (LAs) promote the reactions effectively, and chlorotrimethylsilane (TMSCI) has been found to be a promoter of choice. The scope and limitations of the reactions with regard to each of the components are evaluated and discussed. Post-IMCR modifications of the synthesized heterocycles have been elaborated.

引用

页码：1525 / 1543

页数：19

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