Supported palladium hydroxide-catalyzed intramolecular double C-H bond functionalization for synthesis of carbazoles and dibenzofurans

被引:40
|
作者
Ishida, Tamao [1 ]
Tsunoda, Ryosuke [1 ]
Zhang, Zhenzhong [1 ]
Hamasaki, Akiyuki [1 ]
Honma, Tetsuo [2 ]
Ohashi, Hironori [3 ]
Yokoyama, Takushi [1 ]
Tokunaga, Makoto [1 ,4 ]
机构
[1] Kyushu Univ, Grad Sch Sci, Dept Chem, Higashi Ku, Fukuoka 8128581, Japan
[2] SPring 8, Japan Synchrotron Radiat Res Inst JASRI, Sayo, Hyogo 6795198, Japan
[3] Kyushu Univ, Fac Arts & Sci, Nishi Ku, Fukuoka 8190395, Japan
[4] Kyushu Univ, IRCMS, Nishi Ku, Fukuoka 8190395, Japan
关键词
C-H functionalization; Carbazole; Dibenzofuran; Palladium hydroxide; Heterogeneous catalyst; XAFS MEASUREMENT SYSTEM; DIRECT ARYLATION; ROOM-TEMPERATURE; N-ARYLATION; ACTIVATION; COMBUSTION; AMINATION; ARENES; ANILIDES; SPRING-8;
D O I
10.1016/j.apcatb.2013.12.051
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
Metal oxide-supported palladium hydroxide (Pd(OH)(2)/MOx) catalysts enabled the oxidative intramolecular couplings of diarylamines to carbazoles and diarylethers to dibenzofurans via double aryl C-H bond functionalizations with molecular oxygen as the sole oxidant. While supported PdO, Pd, and palladium acetate catalysts showed poor catalytic activities, supported Pd(OH)(2) exhibited remarkably high catalytic activity. Among supported Pd(OH)(2) catalysts, Pd(OH)(2)/ZrO2 was found to be an efficient catalyst in terms of catalytic activities and selectivities for the synthesis of carbazoles and dibenzofurans. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:523 / 531
页数:9
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