Sequential One-Pot Synthesis of 3-Arylbenzofurans from N-Tosylhydrazones and Bromophenol Derivatives

被引：5

作者：

Lamaa, Diana ^{[1
]}

Hauguel, Camille ^{[1
]}

Lin, Hsin-Ping ^{[1
]}

Messe, Estelle ^{[1
]}

Gandon, Vincent ^{[2
,3
]}

Alami, Mouad ^{[1
]}

Hamze, Abdallah ^{[1
]}

机构：

[1] Univ Paris Saclay, BioCIS, CNRS, F-92290 Chatenay Malabry, France

[2] Univ Paris Saclay, Inst Chim Mol & Mat Orsay ICMMO, CNRS UMR 8182, F-91405 Orsay, France

[3] Inst Polytech Paris, Lab Chim Mol LCM, Ecole Polytech, CNRS UMR 9168, F-91128 Palaiseau, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 21期

关键词：

Catalysis;

D O I：

10.1021/acs.joc.0c01835

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A divergent and efficient one-pot sequence allowing direct access to 3-arylbenzofuran derivatives has been developed. The process, involving N-tosylhydrazones and bromophenols, proceeds via a palladium-catalyzed Barluenga-Valdes cross-coupling, followed by an aerobic, copper-catalyzed, radical cyclization to form Csp(2)-Csp(2) and O-Csp(2) bonds. 3-Arylated benzofurans bearing various substituents were obtained with good to excellent yields (up to 90%). Mechanistic investigation strongly supports a radical process for the cyclization step.

引用

页码：13664 / 13673

页数：10

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