One-pot synthesis of polyfluoroterphenyls via palladium-catalyzed Suzuki-Miyaura coupling of chlorobromobenzene and C-H bond functionalization of perfluoroarenes

被引：8

作者：

Ma, Xiaowei ^{[1
]}

Gu, Ningning ^{[1
]}

Liu, Yan ^{[1
]}

Liu, Ping ^{[1
]}

Xie, Jianwei ^{[1
]}

Dai, Bin ^{[1
]}

Liu, Zhiyong ^{[1
]}

机构：

[1] Shihezi Univ, Sch Chem & Chem Engn, Key Lab Green Proc Chem Engn Xinjiang Bingtuan, Shihezi 832003, Peoples R China

来源：

APPLIED ORGANOMETALLIC CHEMISTRY | 2015年 / 29卷 / 01期

基金：

中国国家自然科学基金;

关键词：

one pot; polyfluoroterphenyls; palladium catalysis; Suzuki-Miyaura; perfluoroarenes; TRANSITION-TEMPERATURES; DIRECT ARYLATION; HOST MATERIALS; EFFICIENT CATALYSTS; LIQUID-CRYSTALS; TERPHENYLS; COMPLEXES; POLYFLUOROARENES; INHIBITORS; STRATEGY;

D O I：

10.1002/aoc.3248

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An efficient tandem route for the synthesis of polyfluoroterphenyl derivatives has been developed. The target compounds were obtained in moderate to good yields by a Pd(OAc)(2)-catalyzed three-component coupling reaction involving palladium-catalyzed direct CH activation of perfluoroarenes. This in turn will set the stage for a wide application of this useful reaction for the synthesis of fluorinated liquid crystal compounds containing the privileged polyfluoroterphenyl structure. Copyright (c) 2014 John Wiley & Sons, Ltd.

引用

页码：50 / 56

页数：7

共 55 条

[51] Pd(OAc)2-Catalyzed Oxidative C-H/C-H Cross-Coupling of Electron-Deficient Polyfluoroarenes with Simple Arenes [J].

Wei, Ye ;

Su, Weiping .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (46) :16377-16379

[52] Palladium-Catalyzed Direct Arylation of Electron-Deficient Polyfluoroarenes with Arylboronic Acids [J].

Wei, Ye ;

Kan, Jian ;

Wang, Min ;

Su, Weiping ;

Hong, Maochun .

ORGANIC LETTERS, 2009, 11 (15) :3346-3349

[53] Catalytic Dehydrogenative Cross-Coupling: Forming Carbon-Carbon Bonds by Oxidizing Two Carbon-Hydrogen Bonds [J].

Yeung, Charles S. ;

Dong, Vy M. .

CHEMICAL REVIEWS, 2011, 111 (03) :1215-1292

[54] Fluorocarbon-modified organic semiconductors: Molecular architecture, electronic, and crystal structure tuning of arene-versus fluoroarene-thiophene oligomer thin-film properties [J].

Yoon, MH ;

Facchetti, A ;

Stern, CE ;

Marks, TJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (17) :5792-5801

[55] Highly substituted terphenyls as inhibitors of parasite cGMP-dependent protein kinase activity [J].

Zhang, CW ;

Ondeyka, JG ;

Herath, KB ;

Guan, Z ;

Collado, J ;

Pelaez, F ;

Leavitt, PS ;

Gurnett, A ;

Nare, B ;

Liberator, P ;

Singh, SB .

JOURNAL OF NATURAL PRODUCTS, 2006, 69 (04) :710-712

← 1 2 3 4 5 6 →