Palladacycle-Catalyzed Carbonylation of Aryl Iodides or Bromides with Aryl Formates

被引:12
作者
Chen, Guangwei [1 ]
Leng, Yuting [1 ]
Yang, Fan [1 ]
Wang, Shiwei [2 ]
Wu, Yangjie [1 ]
机构
[1] Zhengzhou Univ, Coll Chem & Mol Engn, Key Lab Appl Chem Henan Univ, Key Lab Chem Biol & Organ Chem Henan Prov, Zhengzhou 450052, Henan, Peoples R China
[2] Zhengzhou Univ, Coll Mech & Engn Sci, Zhengzhou 450001, Henan, Peoples R China
基金
中国国家自然科学基金;
关键词
carbonylation; aryl formates; palladacycle; catalysis; AROMATIC ESTERIFICATION; CARBOXYLIC-ACIDS; PALLADIUM; ALKOXYCARBONYLATION; CHLORIDES; HALIDES; ALDEHYDES; DERIVATIVES; COMPLEXES; OXIDATION;
D O I
10.1002/cjoc.201300675
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient palladacycle-catalyzed aromatic carbonylation reaction of aryl formates with aryl iodides or bromides has been developed. Commercially available and easily prepared aryl formates were employed as carbonyl sources without the use of external carbon monoxide. The present catalytic system shows broad functional group tolerance and affords aryl benzoate derivatives in good to excellent yields.
引用
收藏
页码:1488 / 1494
页数:7
相关论文
共 50 条
[21]   Oxime palladacycle in PEG as a highly efficient and recyclable catalytic system for phenoxycarbonylation of aryl iodides with phenols [J].
Gaikwad, Vinayak V. ;
Bhanage, Bhalchandra M. .
APPLIED ORGANOMETALLIC CHEMISTRY, 2019, 33 (04)
[22]   Copper catalyzed coupling of aryl chlorides, bromides and iodides with amines and amides [J].
Xu, Hanhui ;
Wolf, Christian .
CHEMICAL COMMUNICATIONS, 2009, (13) :1715-1717
[23]   Zn-Catalyzed Cyanation of Aryl Iodides [J].
Zhao, Lulu ;
Dong, Yanan ;
Xia, Qiangqiang ;
Bai, Jianfei ;
Li, Yuehui .
JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (10) :6471-6477
[24]   Ligandless Palladium-Catalyzed Reductive Carbonylation of Aryl Iodides under Ambient Conditions [J].
Han, Wei ;
Liu, Binbin ;
Chen, Junjie ;
Zhou, Qing .
SYNLETT, 2017, 28 (07) :835-840
[25]   Base-Induced Mechanistic Variation in Palladium-Catalyzed Carbonylation of Aryl Iodides [J].
Hu, Yanhe ;
Liu, Jing ;
Lue, Zhixin ;
Luo, Xiancai ;
Zhang, Heng ;
Lan, Yu ;
Lei, Aiwen .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (09) :3153-3158
[26]   An Efficient Synthesis of Aromatic Aldehydes by Iron-Catalyzed Reductive Carbonylation of Aryl Iodides [J].
Akkineni, R. ;
Sheelam, K. ;
Douglas, S. P. ;
Battula, V. R. .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 60 (10) :2044-2047
[27]   Copper-Catalyzed Cross-Coupling of Aryl- and Heteroaryltriethoxysilanes with Aryl and Heteroaryl Iodides and Bromides [J].
Gurung, Santosh K. ;
Thapa, Surendra ;
Shrestha, Bijay ;
Giri, Ramesh .
SYNTHESIS-STUTTGART, 2014, 46 (14) :1933-1937
[28]   First Example of a Continuous-Flow Carbonylation Reaction Using Aryl Formates as CO Precursors [J].
Alonso, Nerea ;
Munoz, Juan de M. ;
Egle, Brecht ;
Vrijdag, Johannes L. ;
De Borggraeve, Wim M. ;
de la Hoz, Antonio ;
Diaz-Ortiz, Angel ;
Alcazar, Jesus .
JOURNAL OF FLOW CHEMISTRY, 2014, 4 (03) :105-109
[29]   Mild temperature amination of aryl iodides and aryl bromides with aqueous ammonia in the presence of CuBr and pyridyldiketone ligands [J].
Abdine, Racha Abed Ali ;
Kurpik, Gracjan ;
Walczak, Anna ;
Aeash, Sultan Abu A. ;
Stefankiewicz, Artur R. ;
Monnier, Florian ;
Taillefer, Marc .
JOURNAL OF CATALYSIS, 2019, 376 :119-122
[30]   Palladium-Catalyzed Carbonylative Synthesis of Aryl Formates under Mild Conditions [J].
Jiang, Li-Bing ;
Li, Rui ;
Li, Hao-Peng ;
Qi, Xinxin ;
Wu, Xiao-Feng .
CHEMCATCHEM, 2016, 8 (10) :1788-1791