Aerobic Palladium-Catalyzed Arylation of Alkenes Using Sodium Sulfinates

被引：13

作者：

Taniguchi, Nobukazu ^{[1
]}

机构：

[1] Fukushima Med Univ, Dept Chem, Fukushima 9601295, Japan

来源：

SYNLETT | 2013年 / 24卷 / 19期

关键词：

oxidative arylation; alkenes; palladium catalyst; sodium arylsulfinates; Mizoroki-Heck reaction; HECK-TYPE REACTION; ARYLBORONIC ACIDS; BOND FORMATION; BASE-FREE; ARYL; EFFICIENT; SULFONES; CHLORIDES; CLEAVAGE; HALIDES;

D O I：

10.1055/s-0033-1339846

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed oxidative arylations of terminal alkenes could be performed using sodium sulfinates at 60 degrees C in air. The procedure gave various aryl alkenes after the desulfonylation of sodium arylsulfinates in the presence of a palladium catalyst. For instance, the reaction of styrene with sodium phenylsulfinate afforded trans-1,2-diphenylethylene in 80% yield without the formation of other stereoisomers.

引用

页码：2571 / 2574

页数：4

共 50 条

[1] Palladium-Catalyzed Desulfitative C?H Arylation of Heteroarenes with Sodium Sulfinates
Liu, Bo
Guo, Qiang
Cheng, Yangyang
Lan, Jingbo
You, Jingsong
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (48) : 13415 - 13419
[2] Palladium-catalyzed desulfitative C-H arylation of azoles with sodium sulfinates
Chen, Ru
Liu, Saiwen
Liu, Xinhua
Yang, Luo
Deng, Guo-Jun
[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (22) : 7675 - 7679
[3] Aerobic Nickel-Catalyzed Hydroxysulfonylation of Alkenes Using Sodium Sulfinates
Taniguchi, Nobukazu
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (15): : 7797 - 7802
[4] Palladium-Catalyzed Direct and Site-Selective Desulfitative Arylation of Indoles with Sodium Sulfinates
Wu, Mingyue
Luo, Jiaying
Xiao, Fuhong
Zhang, Shufeng
Deng, Guo-Jun
Luo, He-An
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (2-3) : 335 - 340
[5] Palladium-catalyzed aerobic oxidative allylic C-H arylation of alkenes with polyfluorobenzenes
Jiang, Huanfeng
Yang, Wanfei
Chen, Huoji
Li, Jianxiao
Wu, Wanqing
[J]. CHEMICAL COMMUNICATIONS, 2014, 50 (54) : 7202 - 7204
[6] PALLADIUM-CATALYZED INTERMOLECULAR ARYLATION AND ALKENYLATION OF BICYCLIC ALKENES
LAROCK, RC
JOHNSON, PL
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (18) : 1368 - 1370
[7] Palladium-catalyzed direct thiolation of ethers with sodium sulfinates
Guo, Shengrong
He, Weimin
Xiang, Jiannan
Yuan, Yanqin
[J]. TETRAHEDRON LETTERS, 2014, 55 (47) : 6407 - 6410
[8] Palladium-catalyzed desulfitative hydroarylation of alkynes with sodium sulfinates
Liu, Saiwen
Bai, Yang
Cao, Xiangxiang
Xiao, Fuhong
Deng, Guo-Jun
[J]. CHEMICAL COMMUNICATIONS, 2013, 49 (68) : 7501 - 7503
[9] THE PALLADIUM-CATALYZED ARYLATION OF ACTIVATED ALKENES WITH AROYL CHLORIDES
BLASER, HU
SPENCER, A
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 233 (02) : 267 - 274
[10] Photoinduced Palladium-Catalyzed Radical Germylative Arylation of Alkenes with Chlorogermanes
Wang, Xue-Song
Zhang, Yu-Jie
Cao, Jian
Xu, Li-Wen
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (17): : 12848 - 12852

← 1 2 3 4 5 →