Isocyanide-Based Multicomponent Reactions of Free Phenylboronic Acids

被引:8
作者
Neochoritis, Constantinos G. [1 ,2 ]
Zarganes-Tzitzikas, Tryfon [1 ]
Novotna, Michaela [1 ]
Mitrikova, Tatiana [1 ]
Wang, Zefeng [1 ]
Kurpiewska, Katarzyna [3 ]
Kalinowska-Tluscik, Justyna [3 ]
Domling, Alexander [1 ]
机构
[1] Univ Groningen, Dept Pharm, Drug Design Grp, A Deusinglaan 1, NL-9713 AV Groningen, Netherlands
[2] Univ Crete, Dept Chem, Iraklion 70013, Crete, Greece
[3] Jagiellonian Univ, Fac Chem, Gronostajowa 2, PL-30387 Krakow, Poland
基金
新加坡国家研究基金会; 美国国家卫生研究院;
关键词
Multicomponent reactions; Boron; Ugi reaction; C-C coupling; Structure elucidation; BORONIC ACIDS; PYRAZINES; PLATFORM; ANALOGS;
D O I
10.1002/ejoc.201901187
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Boronic acids are amongst the most useful synthetic intermediates, frequently used by modern drug design. However, their access and fast synthesis of libraries are often problematic. We present a methodology on the synthesis of drug-like scaffolds via IMCRs with unprotected phenylboronic acids. To demonstrate an application of our approach, we also performed one-pot Suzuki couplings on the primary MCR scaffolds. Moreover, we performed a thorough data-mining of the Cambridge Structural Database, revealing interesting geometrical features.
引用
收藏
页码:6132 / 6137
页数:6
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