A General Palladium Catalyst System for Suzuki-Miyaura Coupling of Potassium Aryltrifluoroborates and Aryl Mesylates

被引:65
作者
Chow, Wing Kin
So, Chau Ming
Lau, Chak Po
Kwong, Fuk Yee [1 ]
机构
[1] Hong Kong Polytech Univ, State Key Lab Chirosci, Kowloon, Hong Kong, Peoples R China
关键词
EFFICIENT CATALYST; TOSYLATES; ARENESULFONATES; SCOPE; AMINOMETHYLATIONS; AMINATION; ALKENYL; LIGANDS; HALIDES; SALTS;
D O I
10.1021/jo100846t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first general examples of palladium-catalyzed Suzuki-type cross-coupling of aryl and heteroaryl mesylates with potassium aryl and heteroaryltrifluoroborates are presented. In addition to biaryl couplings, the cross-coupling reactions of aryl mesylates with alkyl and vinyltrifluoroborate salts have also been successfully accomplished.
引用
收藏
页码:5109 / 5112
页数:4
相关论文
共 50 条
[41]   Cyanation of aryl halides and Suzuki-Miyaura coupling reaction using palladium nanoparticles anchored on developed biodegradable microbeads [J].
Baran, Talat ;
Nasrollahzadeh, Mahmoud .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2020, 148 :565-573
[42]   Suzuki-Miyaura Cross-Coupling of Potassium Trifluoro(N-methylheteroaryl)borates with Aryl and Heteroaryl Halides [J].
Molander, Gary A. ;
Ryu, DaWeon ;
Hosseini-Sarvari, Mona ;
Devulapally, Rammohan ;
Seapy, Dave G. .
JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (13) :6648-6656
[43]   Highly efficient palladium-catalyzed Suzuki-Miyaura reactions of potassium aryltrifluoroborates with 5-iodo-1,3-dioxin-4-ones in water: an approach to α-aryl-β-ketoesters [J].
Vieira, Adriano S. ;
Cunha, Rodrigo L. O. R. ;
Klitzke, Clecio F. ;
Zukerman-Schpector, Julio ;
Stefani, Helio A. .
TETRAHEDRON, 2010, 66 (03) :773-779
[44]   Suzuki-Miyaura Cross-Coupling Reactions of Primary Alkyltrifluoroborates with Aryl Chlorides [J].
Dreher, Spencer D. ;
Lim, Siang-Ee ;
Sandrock, Deidre L. ;
Molander, Gary A. .
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (10) :3626-3631
[45]   Facile Synthesis and Characterization of Palladium@Carbon Catalyst for the Suzuki-Miyaura and Mizoroki-Heck Coupling Reactions [J].
Alshammari, Hamed M. ;
Aldosari, Obaid F. ;
Alotaibi, Mohammad Hayal ;
Alotaibi, Raja L. ;
Alhumaimess, Mosaed S. ;
Morad, Moataz H. ;
Adil, Syed Farooq ;
Shaik, Mohammed Rafi ;
Islam, Mohammad Shahidul ;
Khan, Mujeeb ;
Alwarthan, Abdulrahman .
APPLIED SCIENCES-BASEL, 2021, 11 (11)
[46]   Easily accessible and highly tunable indolyl phosphine ligands for Suzuki-Miyaura coupling of aryl chlorides [J].
So, Chau Ming ;
Lau, Chak Po ;
Kwong, Fuk Yee .
ORGANIC LETTERS, 2007, 9 (15) :2795-2798
[47]   Cationic versus Anionic Palladium Species in the Suzuki-Miyaura Cross-Coupling [J].
Schroeter, Felix ;
Strassner, Thomas .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2017, (36) :4231-4236
[48]   Suzuki-Miyaura coupling reactions of aryl chlorides catalyzed by a new nickel(II) σ-aryl complex [J].
Lei, Xiangyang ;
Obregon, Karla A. ;
Alla, Jhansi .
APPLIED ORGANOMETALLIC CHEMISTRY, 2013, 27 (07) :419-424
[49]   Aqueous Suzuki-Miyaura Coupling with Ultralow Palladium Loading and Simple Product Separation [J].
Yang, Wei ;
Xu, Wen-Di ;
Ning, Jin-Jiao ;
Ren, Zhi-Gang ;
Young, David James .
SYNLETT, 2020, 31 (13) :1303-1307
[50]   A nickel-catalyzed Suzuki-Miyaura coupling reaction of aryl halides facilitated by pyridine derivatives [J].
Tan, Jie ;
Gu, Xuefeng ;
Dai, Huiming ;
Song, Yilian ;
Huang, Zhibin ;
Zhao, Yingsheng .
TETRAHEDRON LETTERS, 2024, 143