A general and practical Lewis acids-catalyzed aryl formates synthesis

被引:5
作者
Jiang, Li-Bing [1 ]
Li, Rui [1 ]
Zhou, Chao [1 ]
Qi, Xinxin [1 ]
Peng, Jin-Bao [1 ]
Wu, Xiao-Feng [1 ,2 ]
机构
[1] Zhejiang Sci Tech Univ, Dept Chem, Xiasha Campus, Hangzhou 310018, Zhejiang, Peoples R China
[2] Univ Rostock, Leibniz Inst Katalyse eV, Albert Einstein Str 29a, D-18059 Rostock, Germany
关键词
Aryl formates; Phenol; Formic acid; Lewis acid; CO surrogate; EXTERNAL CARBON-MONOXIDE; CO SOURCE; CARBONYLATION; HALIDES; REAGENT; ACYLATION; PHENOLS; ALKENYL;
D O I
10.1016/j.mcat.2017.02.003
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A general and practical Lewis acids catalyzed synthesis of aryl formates has been established. With catalytic amount of cheap metal as the catalyst, good to excellent yields of aryl formates can be isolated with good functional group tolerance. Formic acid has been applied as the formyl source and triflate salts of zinc, manganese and copper are all suitable catalysts here. (C) 2017 Elsevier B. V. All rights reserved.
引用
收藏
页码:8 / 11
页数:4
相关论文
共 25 条
[1]  
ANJANEYULU ASR, 1987, INDIAN J CHEM B, V26, P823
[2]   Acylation of activated aromatics without added acid catalyst [J].
Brown, JS ;
Gläser, R ;
Liotta, CL ;
Eckert, CA .
CHEMICAL COMMUNICATIONS, 2000, (14) :1295-1296
[3]   Rise of the Zinc Age in Homogeneous Catalysis? [J].
Enthaler, Stephan .
ACS CATALYSIS, 2013, 3 (02) :150-158
[4]   Palladium-catalyzed esterification of aryl halides using aryl formates without the use of external carbon monoxide [J].
Fujihara, Tetsuaki ;
Hosoki, Tomoya ;
Katafuchi, Yuko ;
Iwai, Tomohiro ;
Terao, Jun ;
Tsuji, Yasushi .
CHEMICAL COMMUNICATIONS, 2012, 48 (64) :8012-8014
[5]   Benzene-1,3,5-triyl triformate (TFBen): a convenient, efficient, and non-reacting CO source in carbonylation reactions [J].
Jiang, Li-Bing ;
Qi, Xinxin ;
Wu, Xiao-Feng .
TETRAHEDRON LETTERS, 2016, 57 (30) :3368-3370
[6]   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
[7]   Palladium-Catalyzed Hydroesterification of Alkynes Employing Aryl Formates without the Use of External Carbon Monoxide [J].
Katafuchi, Yuko ;
Fujihara, Tetsuaki ;
Iwai, Tomohiro ;
Terao, Jun ;
Tsuji, Yasushi .
ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (2-3) :475-482
[8]   Chelation-accelerated sequential decarbonylation of formate and alkoxycarbonylation of aryl halides using a combined Ru and Pd catalyst [J].
Ko, S ;
Lee, C ;
Choi, MG ;
Na, Y ;
Chang, S .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (04) :1607-1610
[9]   Formic Acid Derivatives as Practical Carbon Monoxide Surrogates for Metal-Catalyzed Carbonylation Reactions [J].
Konishi, Hideyuki ;
Manabe, Kei .
SYNLETT, 2014, 25 (14) :1971-1986
[10]   Remarkable Improvement Achieved by Imidazole Derivatives in Ruthenium-Catalyzed Hydroesterification of Alkenes Using Formates [J].
Konishi, Hideyuki ;
Ueda, Tsuyoshi ;
Muto, Takashi ;
Manabe, Kei .
ORGANIC LETTERS, 2012, 14 (18) :4722-4725