Pd-catalyzed Desulfitative reaction of Aryltrifluoroborates with sodium Arenesulfinates in water

被引：10

作者：

Chang, Sheng ^{[1
]}

Sun, Yong Bing ^{[2
]}

Zhang, Xiu Rong ^{[1
]}

Dong, Lin Lin ^{[3
]}

Zhu, He Yun ^{[1
]}

Lai, Hong Wei ^{[1
]}

Wang, Dan ^{[1
]}

机构：

[1] JiLin Med Univ, Coll Pharm, Jilin 132013, Jilin, Peoples R China

[2] Natl Pharmaceut Engn Ctr Solid Preparat Chinese H, Nanchang 330006, Jiangxi, Peoples R China

[3] Yan Bian Univ, Coll Pharm, Yan Ji 133002, Jilin, Peoples R China

来源：

APPLIED ORGANOMETALLIC CHEMISTRY | 2018年 / 32卷 / 01期

关键词：

aryltrifluoroborates; Pd-catalyzed; sodium arenesulfinates; water; CROSS-COUPLING REACTIONS; LIGAND-FREE; ARENEDIAZONIUM SALTS; ARYL TOSYLATES; PALLADIUM; ARYLATION; PERSPECTIVES; BORYLATION; EFFICIENT; ALKYNES;

D O I：

10.1002/aoc.3970

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An efficient procedure for the synthesis of biaryls was catalyzed by Pd(CH3CN)(4)(BF4)(2) is reported. This Pd-catalyzed cross-coupling reaction of aryltrifluoroborates with sodium arenesulfinates was developed under mild and environmentally benign conditions, in water without any ligand or additive. The reaction gave a range of structurally diverse unsymmetrical bi-aryl molecules with excellent yields, in which the byproduct was sulfur dioxide. It is worth noting that this protocol is also applicable to many heterocyclic aromatics such as thiophene, furan, pyridine, quinoline, isoquinoline and indole.

引用

页数：7

共 50 条

[41] Development of nonproprietary phosphine ligands for the Pd-catalyzed amination reaction
Singer, Robert A.
Dore, Michael
Sieser, Janice E.
Berliner, Martin A.
TETRAHEDRON LETTERS, 2006, 47 (22) : 3727 - 3731
[42] Pd-Catalyzed Enantioselective Heck Reaction of Aryl Triflates and Alkynes
Zhu, Chenghao
Chu, Haoke
Li, Gen
Ma, Shengming
Zhang, Junliang
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (49) : 19246 - 19251
[43] Pd-Catalyzed Intermolecular Dearomative Heck Reaction of Indole Derivatives
Yang, Ping
CHINESE JOURNAL OF CHEMISTRY, 2020, 38 (05) : 525 - 526
[44] Convergent synthesis of (+)-xestodecalactone A via a Pd-catalyzed α-arylation reaction
De Joarder, Dripta
Jennings, Michael P.
TETRAHEDRON LETTERS, 2013, 54 (30) : 3990 - 3992
[45] Synthesis of Cyclic Peptidomimetics via a Pd-Catalyzed Macroamination Reaction
Hopkins, Brett A.
Smith, Graham F.
Sciammetta, Nunzio
ORGANIC LETTERS, 2016, 18 (16) : 4072 - 4075
[46] A Pd-catalyzed domino Larock annulation/dearomative Heck reaction
Liang, Ren-Xiao
Xu, Deng-Yun
Yang, Fu-Ming
Jia, Yi-Xia
CHEMICAL COMMUNICATIONS, 2019, 55 (53) : 7711 - 7714
[47] Expedient Synthesis of Dihaloalkenynes via Pd-Catalyzed Haloalkynylation Reaction
Ji, Xiaoliang
Peng, Xin
Hong, Huanliang
Xu, Yanghao
Nie, Jinli
Chen, Lu
Mo, Zongwen
Li, Yibiao
Jiang, Huanfeng
CHEMISTRY-A EUROPEAN JOURNAL, 2023, 29 (26)
[48] Reaction calorimetry as a tool for understanding reaction mechanisms: Application to Pd-catalyzed reactions
Ferretti, Antonio C.
Mathew, Jinu S.
Blackmond, Donna G.
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2007, 46 (25) : 8584 - 8589
[49] A PD-CATALYZED [2+2] CYCLOADDITION - MECHANISM OF A PD-CATALYZED ENYNE METATHESIS
TROST, BM
YANAI, M
HOOGSTEEN, K
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (12) : 5294 - 5295
[50] Palladium-Catalyzed Desulfitative Cross-Coupling Reaction of Sodium Sulfinates with Propargylic Carbonates
Qin, Anni
Zhu, Guirong
Chen, Qin
Qian, Hui
Ma, Shengming
ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (20) : 4656 - 4660

← 1 2 3 4 5 →