Piperazine Scaffolds via Isocyanide-Based Multicomponent Reactions

被引：83

作者：

Doemling, Exander ^{[1
]}

Huang, Yijun ^{[1
]}

机构：

[1] Univ Pittsburgh, Drug Discovery Inst, Pittsburgh, PA 15261 USA

来源：

SYNTHESIS-STUTTGART | 2010年 / 17期

关键词：

piperazine; diketopiperazine; heterocycles; multicomponent reaction; isocyanide; SOLUTION-PHASE SYNTHESIS; BIOAVAILABLE OXYTOCIN ANTAGONISTS; UGI 4-COMPONENT CONDENSATION; STEREOSELECTIVE-SYNTHESIS; COMBINATORIAL SYNTHESIS; CONVERTIBLE ISONITRILE; CLEAVABLE ISOCYANIDES; 3-COMPONENT REACTION; VERSATILE SYNTHESIS; EFFICIENT SYNTHESIS;

D O I：

10.1055/s-0030-1257906

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Piperazine scaffolds are amongst the most extensively used backbones in medicinal chemistry and many bioactive compounds are built upon this template. The physicochemical properties and the three-dimensional structures of the different piperazine chemotypes are of utmost importance to understanding its biological activities. Knowing the synthetic access to this chemical space of piperazines is of great importance to designing compounds with better properties. Isocyanide-based multicomponent reactions (IMCRs) allow for the truly convergent and efficient access to not less than 35 different piperazine derived scaffolds. These are reviewed, and their scopes and limitations are discussed.

引用

页码：2859 / 2883

页数：25

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