Regioselective Synthesis of Fused Imidazo[1,2-a]pyrimidines via Intramolecular C-N Bond Formation/6-Endo-Dig Cycloisomerization

被引：43

作者：

Kumar, Atul ^{[1
]}

Kumar, Mukesh ^{[1
]}

Maurya, Shivam ^{[1
]}

Khanna, Ranjana S. ^{[2
]}

机构：

[1] CSIR, Cent Drug Res Inst, Med & Proc Chem Div, Sect 10, Lucknow 226031, Uttar Pradesh, India

[2] Banaras Hindu Univ, Dept Chem, Fac Sci, Varanasi 221005, Uttar Pradesh, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 15期

关键词：

PERIPHERAL BENZODIAZEPINE-RECEPTOR; CATALYZED MULTICOMPONENT SYNTHESIS; 3-COMPONENT COUPLING REACTION; SOLVENT-FREE CONDITIONS; RING-CLOSURE; ACTIVATION; ZOLPIDEM; EFFICIENT; LIGANDS; BINDING;

D O I：

10.1021/jo5007762

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient regioselective cascade synthesis of N-fused imidazo heterocycles has been developed. This cascade transformation proceeds via a transition-metal (copper/silver) catalyzed coupling reaction between 2-amino-benzimidazole, aldehydes, and alkynes leading to the formation of propargylamine intermediate, which regioselectively undergoes 6-endo-dig cyclization through intramolecular N-H bond activation interceded C-N bond formation leading to highly yields. functionalized imidazo[1,2-a]pyrimidines in good to excellent yields.

引用

页码：6905 / 6912

页数：8

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