Three-Component Tandem Reaction Involving Acid Chlorides, Terminal Alkynes, and 2-Aminoindole Hydrochlorides: Synthesis of α-Carboline Derivatives in Aqueous Conditions via Regioselective [3+3] Cyclocondensation

被引：49

作者：

Gupta, Sahaj ^{[1
]}

Kumar, Brijesh ^{[2
]}

Kundu, Bijoy ^{[1
]}

机构：

[1] CSIR, Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India

[2] CSIR, Cent Drug Res Inst, Sophisticated & Analyt Instrument Facil, Lucknow 226001, Uttar Pradesh, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 24期

关键词：

DIELS-ALDER REACTIONS; GAMMA-CARBOLINE; VINYL KETONE; CYCLIZATION; STRATEGY; DNA; GROSSULARINE-1; CYCLOADDITION; AMINATION; ANTITUMOR;

D O I：

10.1021/jo201994v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthesis toward highly diversified a-carboline derivatives via a three-component tandem reaction using acid chlorides, terminal allcynes, and 2-aminoindole hydrochlorides has been described. The salient feature of the one-pot strategy involves regioselective [3 + 3]-cyclocondensation and the presence of water in the reaction medium to facilitate cyclizafion. Nonaqueous conditions furnished products in poor yields.

引用

页码：10154 / 10162

页数：9

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