One-pot three-component reactions of methyl ketones, phenols and a nucleophile: an expedient way to synthesize densely substituted benzofurans

被引：19

作者：

Cheng, Cheng ^{[1
]}

Liu, Changhui ^{[1
]}

Gu, Yanlong ^{[1
,2
]}

机构：

[1] Huazhong Univ Sci & Technol, Key Lab Large Format Battery Mat & Syst, Minist Educ, Sch Chem & Chem Engn, Wuhan 430074, Peoples R China

[2] Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China

来源：

TETRAHEDRON | 2015年 / 71卷 / 42期

基金：

中国国家自然科学基金;

关键词：

Multi-component reactions; Benzofurans; Methyl ketone; Phenylglyoxal; CATALYST-FREE CONDITIONS; MULTICOMPONENT REACTIONS; DOMINO REACTIONS; ACCESS; DERIVATIVES; STRATEGY; CONSTRUCTION; HETEROCYCLES; SCAFFOLDS; CHLORIDE;

D O I：

10.1016/j.tet.2015.08.058

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three-component reactions of phenylglyoxal monohydrate, phenols, and indoles were developed with the aid of acid-catalyst, which produced various densely substituted benzofurans with good to excellent yields. On the basis of this observation, a one-pot, step-wise reaction was developed by using methyl ketones instead of using phenylglyoxal component in I-2/DMSO system. At last, three-component reaction offered a useful way to synthesize densely substituted benzofurans starting from simple and easily available substrates. The indole component can be replaced by some other nudeophiles, such as 1,2,4-trimethoxybenzene and thiophenol. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：8009 / 8017

页数：9

共 59 条

[1] A Convenient Synthesis of Novel 2,8-Disubstituted Pyrido[3,4-b]pyrazines Possessing Biological Activity [J].