Regioselective synthesis of 2,3-disubstituted 1-alkyl pyrrolo[2,3-b] quinoxalines through palladium-catalyzed Heck reaction of chalcones and evaluation of their anti-bacterial activities

被引：16

作者：

Besharati-Seidani, Tayebeh ^{[1
]}

Keivanloo, Ali ^{[1
]}

Kaboudin, Babak ^{[2
]}

Yoshida, Akihiro ^{[3
]}

Yokomatsu, Tsutomu ^{[3
]}

机构：

[1] Shahrood Univ Technol, Dept Chem, Shahrood 3619995161, Iran

[2] Inst Adv Studies Basic Sci, Dept Chem, Gava Zang 4513766731, Zanjan, Iran

[3] Tokyo Univ Pharm & Life Sci, Sch Pharm, 1432-1 Horinouchi, Hachioji, Tokyo 1920392, Japan

来源：

TETRAHEDRON | 2018年 / 74卷 / 19期

关键词：

Pyrrolo[2,3-b] quinoxaline; Chalcone; Heck reaction; Palladiumcatalyzed reaction; 5-HT3 RECEPTOR AGONISTS; ONE-POT SYNTHESIS; COUPLING REACTION; ARYL CHLORIDES; ANTIPROLIFERATIVE ACTIVITY; ALPHA-ARYLATION; IN-VITRO; DERIVATIVES; INHIBITORS; SUBSTITUTION;

D O I：

10.1016/j.tet.2018.03.055

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The regioselective synthesis of 1-alkyl-2-aryl-3-acyl pyrrolo[2,3-b]quinoxalines through palladium-catalyzed Heck coupling reaction/heteroannulation was reported. The reaction of N-alkyl/benzyl-3-chloroquinoxaline-2-amines with chalcones catalyzed by Pd(OAc)(2) in the presence of (KOBu)-Bu-t, as the base, in DMSO afforded the desired products in good-to-high yields. The MIC and MBC determinations revealed that these compounds could be used in the future research works for the development of antibiotics. (C) 2018 Elsevier Ltd. All rights reserved.

引用

页码：2350 / 2358

页数：9

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