Copper-promoted hydration and annulation of 2-fluorophenylacetylene derivatives: from alkynes to benzo[b]furans and benzo[b]thiophenes

被引：26

作者：

Li, Yibiao ^{[1
]}

Cheng, Liang ^{[1
]}

Liu, Xiaohang ^{[2
]}

Li, Bin ^{[1
]}

Sun, Ning ^{[1
]}

机构：

[1] Wuyi Univ, Sch Chem & Environm Engn, Jiangmen 529090, Guangdong, Peoples R China

[2] BASF Catalyst, Beachwood, OH 44124 USA

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 10卷

基金：

中国国家自然科学基金;

关键词：

annulation; benzo[b]furan; C-F activation; copper-promoted; heterocycle; ONE-POT SYNTHESIS; C-F BOND; ELECTROPHILIC CYCLIZATION; ORGANIC-SYNTHESIS; TERMINAL ALKYNES; HETEROCYCLES; BENZOFURANS; ACCESS; FUNCTIONALIZATION; BENZOTHIAZOLES;

D O I：

10.3762/bjoc.10.305

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient copper-promoted hydration reaction and its application in the synthesis of benzo[b]furan and benzo[b]thiophene derivatives is presented starting from readily available 2-fluorophenylacetylene derivatives. The key annulation step involves the hydration of the C-F bond of 2-fluorophenylacetylene derivatives followed by an intramolecular annulation to afford benzo[b]furan and benzo[b]thiophene derivatives. Moreover, structurally important 2,2'-bisbenzofuran scaffolds are provided in good yields.

引用

页码：2886 / 2891

页数：6

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