Chemistry and Biology Of Multicomponent Reactions

被引:2312
作者
Domling, Alexander [1 ,2 ]
Wang, Wei [1 ,3 ,4 ]
Wang, Kan [1 ]
机构
[1] Univ Pittsburgh, Dept Pharmaceut Sci, Pittsburgh, PA 15261 USA
[2] Univ Groningen, Chair Drug Design, NL-9713 AV Groningen, Netherlands
[3] Wuhan Univ, Minist Educ, Key Lab Combinatorial Biosynth & Drug Discovery, Wuhan 430071, Peoples R China
[4] Wuhan Univ, Sch Pharmaceut Sci, Wuhan 430071, Peoples R China
关键词
PROTEIN-COUPLED RECEPTOR; ALPHA-AMINO-ACIDS; UGI 4-COMPONENT CONDENSATION; ONE-POT SYNTHESIS; DIASTEREOSELECTIVE PASSERINI REACTION; HISTONE DEACETYLASE INHIBITORS; FACTOR/FACTOR VIIA INHIBITORS; MOLECULAR CHAPERONE FUNCTION; ANTIMALARIAL-DRUG DISCOVERY; SOLUTION-PHASE SYNTHESIS;
D O I
10.1021/cr100233r
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A study was conducted to investigate chemical and biological aspects of multicomponent reactions (MCRs). The high density of atoms of MCR-based compounds played an important role in their propensity for specific target classes where traditional non-MCR compounds had lower screening hit rates. Chemical transformations toward rare scaffold types annotated with unique physicochemical properties were amenable by MCR in a straightforward and short manner. X-ray diffraction investigations revealed that the bicyclic products contain varying degrees of pyramidalization of the bridgehead nitrogen atom. It was also demonstrated that another uniquely shaped scaffold, 3-azabicyclo[4.2.0]octan-4-one derivative was synthesized by combining the Ugi multicomponent reaction with [2 + 2] enone-olefin photochemical transformations.
引用
收藏
页码:3083 / 3135
页数:53
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