Ga(OTf)3-mediated synthesis of substituted benzofurans

被引：11

作者：

Wang, Heui-Sin ^{[1
]}

Chan, Chieh-Kai ^{[1
]}

Chang, Meng-Yang ^{[1
]}

机构：

[1] Kaohsiung Med Univ, Dept Med & Appl Chem, Kaohsiung 807, Taiwan

来源：

TETRAHEDRON | 2016年 / 72卷 / 33期

关键词：

Ga(OTf)(3); Benzofurans; Cyclodehydration; Scholl annulation; ONE-POT SYNTHESIS; GALLIUM(III) TRIFLATE; ORGANIC-SYNTHESIS; 2,3-DISUBSTITUTED BENZOFURANS; ELECTROPHILIC CYCLIZATION; STRAIGHTFORWARD SYNTHESIS; OXIDATIVE CYCLIZATION; SELECTIVE SYNTHESIS; TERMINAL ALKYNES; ALPHA-ARYLATION;

D O I：

10.1016/j.tet.2016.07.007

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A synthetic procedure, for the synthesis of a series of functionalized benzofurans 3-5 and benzonaphthofurans 6, starting from intermolecular O-alkylation of alpha-bromoaryl ketones 2 with potassium oxygenated phenoxides 1 followed by Ga(OTf)(3)-catalyzed direct intramolecular cyclodehydration of the resulting alpha-aryloxyaryl ketones, has been developed. The use of various metal triflates was investigated for a facile approach and efficient transformation. Pentacyclic benzophenanthrofurans 7 were prepared via photolytic annulations of 5. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：5132 / 5141

页数：10

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