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
收藏
页码：5132 / 5141
页数：10
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