Divergent functionalization of terminal alkynes enabled alkynylative [5+1] benzannulation of 3-acetoxy-1,4-enynes

被引：3

作者：

Wu, Li-Jun ^{[1
]}

Yang, Liang-Feng ^{[1
,2
]}

Lv, Gui-Fen ^{[1
]}

Li, Jin-Heng ^{[1
,2
,3
]}

机构：

[1] Nanchang Hangkong Univ, Key Lab Jiangxi Prov Persistent Pollutants Contro, Nanchang 330063, Jiangxi, Peoples R China

[2] Hunan Univ, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Peoples R China

[3] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2020年 / 56卷 / 97期

基金：

中国国家自然科学基金;

关键词：

RHODIUM-CATALYZED 5+2; SONOGASHIRA REACTION; PROPARGYLIC ESTERS; CYCLOADDITION; 3-ACYLOXY-1,4-ENYNE; HETEROCYCLES; ANNULATIONS; 1,4-ENYNE; ARYL; CO;

D O I：

10.1039/d0cc06793h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We here describe an alkynylative [5+1] benzannulation of 3-acetoxy-1,4-enynes with terminal alkynes, which enables both the construction of a benzene ring skeleton and intermolecular incorporation of an alkynyl group in a single reaction using Pd and Cu cooperative catalysts. The method represents efficient access to internal aryl alkynes through divergent functionalization of two terminal alkyne components: one alkyne serves as the one-carbon unit to realize the [5+1] benzannulation and the other alkyne as a nucleophile terminates the reaction.

引用

页码：15329 / 15332

页数：4

共 18 条

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ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (40) : 13308 - 13312
[2] Dicarbonylative benzannulation of 3-acetoxy-1,4-enynes with CO and silylboranes by Pd and Cu cooperative catalysis: one-step access to 3-hydroxyarylacylsilanes
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[3] Palladium-catalyzed alkynylative [5+1] carboannulation of 1,3-diarylprop-2-yn-1-yl acetates with terminal alkynes enabled by C-H functionalization
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[10] Effect of ester on rhodium-catalyzed intermolecular [5+2] cycloaddition of 3-acyloxy-1,4-enynes and alkynes
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