Multisubstituted benzo[b]furans through a copper- and/or palladium-catalyzed assembly and functionalization process

被引：29

作者：

Arcadi, Antonio ^{[1
]}

Blesi, Federico ^{[1
]}

Cacchi, Sandro ^{[2
]}

Fabrizi, Giancarlo ^{[2
]}

Goggiamani, Antonella ^{[2
]}

Marinelli, Fabio ^{[1
]}

机构：

[1] Univ Aquila, Dipartimento Sci Fis & Chim, I-67010 Laquila, Italy

[2] Univ Rome, Dipartimento Chim & Tecnol Farm, I-00185 Rome, Italy

来源：

TETRAHEDRON | 2013年 / 69卷 / 07期

关键词：

Copper; Palladium; Cross-couplings; Benzo[b]furans; One-pot process; CROSS-COUPLING REACTIONS; ONE-POT SYNTHESIS; O-ALKYNYLPHENOLS; INTRAMOLECULAR CYCLIZATION; TERMINAL ALKYNES; ARYL IODIDES; PRIVILEGED STRUCTURES; RECEPTOR ANTAGONISTS; CARBOCYCLIC CARBENE; SEROTONIN; 5-HT1A;

D O I：

10.1016/j.tet.2012.12.058

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Full details as well as the study of the scope, limitations, and further elaboration of a straightforward approach to the synthesis of 2,5,7-trisubstituted benzo[b]furans from 2-bromo- and 2-chloro-6-iodo-4-substituted phenols through a consecutive copper- and/or palladium-catalyzed assembly and functionalization process is described. Functionalization at the C(7) position is carried out by Suzuki-Miyaura cross-coupling, alkynylation, alkenylation, and C-N bond forming reactions. A one-pot protocol for the synthesis of 2,5,7-trisubstituted benzo[b]furans is also reported. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：1857 / 1871

页数：15

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