Palladium-catalyzed intermolecular Heck reaction of alkyl halides

被引：106

作者：

Zou, Yinjun ^{[1
]}

Zhou, Jianrong ^{[1
]}

机构：

[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

来源：

CHEMICAL COMMUNICATIONS | 2014年 / 50卷 / 28期

基金：

新加坡国家研究基金会;

关键词：

ORGANIC HALIDES; RADICAL ALKENYLATION; COUPLING REACTIONS; SIMPLE ALKENES; BROMIDES; BENZYL; ARYL; OLEFINATION; CYCLIZATION; SECONDARY;

D O I：

10.1039/c4cc00297k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Intermolecular Heck reaction of common alkyl halides, a long-standing problem in palladium catalysis, is realized with a simple Pd/dppf catalyst. Both primary and secondary alkyl halides are suitable for coupling with aromatic olefins. Single electron transfer from (dppf) Pd-degrees to alkyl halide initiated the catalytic cycle and gave alkyl radicals.

引用

页码：3725 / 3728

页数：4

共 50 条

[21] Palladium-catalyzed oxidative Heck reaction of non-activated alkenes directed by fluorinated alcohol
Zhu, Baiyao
Li, Zhewei
Chen, Fulin
Xiong, Wenfang
Tan, Xiaobin
Lei, Ming
Wu, Wanqing
Jiang, Huanfeng
[J]. CHEMICAL COMMUNICATIONS, 2022, 58 (91) : 12688 - 12691
[22] Palladium-catalyzed Heck reaction of in-situ generated benzylic iodides and styrenes
Ai, Han-Jun
Cai, Chuang-Xu
Qi, Xinxin
Peng, Jin-Bao
Zheng, Feng
Wu, Xiao-Feng
[J]. TETRAHEDRON LETTERS, 2017, 58 (40) : 3846 - 3850
[23] Spirooxindole synthesis via palladium-catalyzed dearomative reductive-Heck reaction
Liu, Ren-Rong
Xu, Yang
Liang, Ren-Xiao
Xiang, Bin
Xie, Hu-Jun
Gao, Jian-Rong
Jia, Yi-Xia
[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (13) : 2711 - 2715
[24] Asymmetric Palladium-Catalyzed Directed Intermolecular Fluoroarylation of Styrenes
Talbot, Eric P. A.
Fernandes, Talita de A.
McKenna, Jeffrey M.
Toste, F. Dean
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (11) : 4101 - 4104
[25] Palladium-Catalyzed Intramolecular Mizoroki-Heck-Type Reaction of Diarylmethyl Carbonates
Matsude, Akihiro
Hirano, Koji
Miura, Masahiro
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (03) : 518 - 522
[26] Enantioselective difunctionalization of alkenes by a palladium-catalyzed Heck/borylation sequence
Wu, Yuanqi
Wu, Lizuo
Zhang, Zhan-Ming
Xu, Bing
Liu, Yu
Zhang, Junliang
[J]. CHEMICAL SCIENCE, 2022, 13 (07) : 2021 - 2025
[27] Palladium-Catalyzed Alkylation with Alkyl Halides by C(sp3)-H Activation
Wu, Zhuo
Ma, Ding
Zhou, Bo
Ji, Xiaoming
Ma, Xiaotian
Wang, Xiaoling
Zhang, Yanghui
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (40) : 12288 - 12291
[28] A General Palladium-Catalyzed Method for Alkylation of Heteroarenes Using Secondary and Tertiary Alkyl Halides
Wu, Xiaojin
See, Jessica Wei Ting
Xu, Kai
Hirao, Hajime
Roger, Julien
Hierso, Jean-Cyrille
Zhou, Jianrong
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (49) : 13573 - 13577
[29] Palladium-Catalyzed Enantioselective Intermolecular Carboetherification of Dihydrofurans
Borrajo-Calleja, Gustavo M.
Bizet, Vincent
Mazet, Clement
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (12) : 4014 - 4017
[30] Highly regioselective synthesis of spirocyclic compounds by a palladium-catalyzed intermolecular tandem reaction
Bi, Hai-Peng
Liu, Xue-Yuan
Gou, Ta-Rong
Guo, Li-Na
Duan, Xin-Hua
Shu, Xing-Zhong
Liang, Yong-Min
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (37) : 7068 - 7071

← 1 2 3 4 5 →