Ruthenium-catalyzed arylation of 2-alkenylpyridines with aryl bromides:: Alternative E,Z-selectivity to Mizoroki-Heck reaction

被引：103

作者：

Oi, S ^{[1
]}

Sakai, K ^{[1
]}

Inoue, Y ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Engn, Dept Biomol Engn, Sendai, Miyagi 9808579, Japan

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 18期

关键词：

D O I：

10.1021/ol051654l

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[Graphics] Regio- and stereoselective arylation of 2-alkenylpyridines with aryl bromides is catalyzed by specific Ru(II)-phosphine complexes affording beta-arylated (Z)-2-alkenylpyridines, in which the aryl moiety is introduced cis to the pyridyl group. This geometrical selectivity is in sharp contrast to the Mizoroki-Heck reaction.

引用

页码：4009 / 4011

页数：3

共 5 条

[1] Nickel-Catalyzed Mizoroki-Heck Reaction of Aryl Sulfonates and Chlorides with Electronically Unbiased Terminal Olefins: High Selectivity for Branched Products
Tasker, Sarah Z.
Gutierrez, Alicia C.
Jamison, Timothy F.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (07) : 1858 - 1861
[2] Tetradentate N2O2 Chelated Palladium(II) Complexes: Synthesis, Characterization, and Catalytic Activity towards Mizoroki-Heck Reaction of Aryl Bromides
Soh, Siti Kamilah Che
Shamsuddin, Mustaffa
JOURNAL OF CHEMISTRY, 2013, 2013
[3] Palladium-catalyzed 5-exo-Selective Reductive Mizoroki-Heck Reaction of Aryl Chlorides with 2,5-Norbornadiene
Aida, Fuyuki
Sone, Hisashi
Ogawa, Ryuhei
Hamaoka, Takeharu
Shimizu, Isao
CHEMISTRY LETTERS, 2015, 44 (05) : 715 - 717
[4] One-pot 2-aryl/vinylindole synthesis consisting of a ruthenium-catalyzed hydroamination and a palladium-catalyzed Heck reaction using 2-chloroaniline
Ackermann, Lutz
Althammer, Andreas
SYNLETT, 2006, (18) : 3125 - 3129
[5] Highly regioselective ruthenium-catalyzed direct arylation of thiazolo [3,2-b]-1,2,4-triazoles with aryl iodides and aryl bromides via C-H bond activation
Zhang, Huiping
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2014, 756 : 47 - 51

← 1 →