Chemistry of aminophenols.: Part 3:: First synthesis of nitrobenzo[b]furans via a coupling-cyclization approach

被引：86

作者：

Dai, WM

Lai, KW

机构：

[1] Hong Kong Univ Sci & Technol, Inst Mol Technol Drug Discovery & Synth, Dept Chem, Kowloon, Hong Kong, Peoples R China

[2] Hong Kong Univ Sci & Technol, Inst Mol Technol Drug Discovery & Synth, Open Lab Chirotechnol, Kowloon, Hong Kong, Peoples R China

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 51期

关键词：

coupling reactions; benzofurans; phenols; aryl iodides;

D O I：

10.1016/S0040-4039(02)02333-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first synthesis of 4-, 5-, and 6-nitrobenzo[b]furans has been achieved via the Sonogashira cross-coupling reaction of 2-iodonitrophenol acetates prepared from commercially available and inexpensive 2-aminonitrophenols. The obtained 2-alkynylnitrophenol acetates were subjected to a KO'Bu-promoted cyclization at room temperature to form nitrobenzo[b]furans. Examples of the synthesis of other substituted benzo[b]furans and the one-pot coupling-cyclization are given. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：9377 / 9380

页数：4

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