Au-catalyzed synthesis of benzofurans from phenols and alkynes using molecular oxygen

被引：21

作者：

Liao, Jinqiang ^{[1
]}

Guo, Pengfeng ^{[1
]}

Chen, Qinlin ^{[1
]}

机构：

[1] Guangdong Pharmaceut Univ, Sch Chem & Chem Engn, Zhongshan 528458, Peoples R China

来源：

CATALYSIS COMMUNICATIONS | 2016年 / 77卷

关键词：

Au-catalyzed; Benzofurans; Phenols; Alkynes; Synthesis; GOLD-CATALYSIS; C-O; OXIDATIVE CYCLIZATION; EFFICIENT SYNTHESIS; METAL-FREE; DERIVATIVES; FURANS; BONDS; CASCADE;

D O I：

10.1016/j.catcom.2016.01.009

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

An efficient Au-catalyzed transformation for the synthesis of benzofurans from phenols and alkynes using molecular oxygen has been developed. The reaction proceeds smoothly with commercially available, eco-friendly oxidant and affords the products in moderate to good yields. This reaction is a facile approach for the formation of C-C and C-O bonds. (C) 2016 Elsevier B.V. All rights reserved.

引用

页码：22 / 25

页数：4

共 35 条

[1] Designing Allosteric Regulators of Thrombin. Monosulfated Benzofuran Dimers Selectively Interact With Arg173 of Exosite 2 to Induce Inhibition [J].

Aziz, May H. Abdel ;

Sidhu, Preetpal Singh ;

Liang, Aiye ;

Kim, Ji Yeong ;

Mosier, Philip D. ;

Zhou, Qibing ;

Farrell, David H. ;

Desai, Umesh R. .

JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 (15) :6888-6897

[2] Cu-Catalyzed selective C3-formylation of imidazo[1,2-a]pyridine C-H bonds with DMSO using molecular oxygen [J].

Cao, Hua ;

Lei, Sai ;

Li, Naiying ;

Chen, Longbin ;

Liu, Jingyun ;

Cai, Huiyin ;

Qiu, Shuxian ;

Tan, Jingwen .

CHEMICAL COMMUNICATIONS, 2015, 51 (10) :1823-1825

[3] One-Pot Regiospecific Synthesis of Imidazo[1,2-a]pyridines: A Novel, Metal-Free, Three-Component Reaction for the Formation of C-N, C-O, and C-S Bonds [J].

Cao, Hua ;

Liu, Xiaohang ;

Zhao, Limin ;

Cen, Jinghe ;

Lin, Jingxin ;

Zhu, Qiuxia ;

Fu, Minling .

ORGANIC LETTERS, 2014, 16 (01) :146-149

[4] Copper-Catalyzed C-O Bond Formation: An Efficient One-Pot Highly Regioselective Synthesis of Furans from (2-Furyl)Carbene Complexes [J].

Cao, Hua ;

Zhan, Haiying ;

Cen, Jinghe ;

Lin, Jingxin ;

Lin, Yuanguang ;

Zhu, Qiuxia ;

Fu, Minling ;

Jiang, Huanfeng .

ORGANIC LETTERS, 2013, 15 (05) :1080-1083

[5]

Clair J. J. L., 2011, J NAT PRODUCTS, V74, P2045

[6] Homogeneous Gold-Catalyzed Cyclization Reactions of Alkynes with N- and S-Nucleophiles [J].

Debrouwer, Wouter ;

Heugebaert, Thomas S. A. ;

Roman, Bart I. ;

Stevens, Christian V. .

ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (14-15) :2975-3006

[7] Pd-Catalyzed Highly Regio- and Stereoselective Formation of C-C Double Bonds: An Efficient Method for the Synthesis of Benzofuran-, Dihydrobenzofuran-, and Indoline-Containing Alkenes [J].

Gao, Yang ;

Xiong, Wenfang ;

Chen, Huoji ;

Wu, Wanqing ;

Peng, Jianwen ;

Gao, Yinglan ;

Jiang, Huanfeng .

JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (15) :7456-7467

[8] Metal-Free Oxidative Cyclization of Alkynyl Aryl Ethers to Benzofuranones [J].

Graf, Katharina ;

Ruehl, Carmen L. ;

Rudolph, Matthias ;

Rominger, Frank ;

Hashmi, A. Stephen K. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (48) :12727-12731

[9] Gold-catalyzed formation of C-O and C-C bonds: An efficient domino reaction synthesis of functionalized furans [J].

Guo, Pengfeng .

CATALYSIS COMMUNICATIONS, 2015, 68 :58-60

[10] Gold-Catalysis: Highly Efficient and Regio-Selective Carbonyl Migration in Alkynyl-Substituted Indole-3-Carboxamides Leading to Azepino[3,4-b]indol-1-ones [J].

Hashmi, A. Stephen K. ;

Yang, Weibo ;

Rominger, Frank .

ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (07) :1273-1279

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