Unprecedented alkylation of carboxylic acids by boron trifluoride etherate
作者： N. D. Jumbam , Y. Maganga , W. Masamba , N. I. Mbunye , E. Mgoqi
关键词:
摘要: The alkylation of carboxylic acids by an ethyl moiety boron trifluoride etherate in the absence alcohol from reaction system is unexpected and novel. Both aromatic aliphatic were clearly alkylated affording good yields short times with exception nicotinic acid that necessitated overnight reaction. It was noted while ortho -substituted hydroxyl groups investigated not affected alkylation, those meta - para partially etherified. Furthermore, found to be compatible a range functional such as halogens, amino nitro except for alkene function undecylenic underwent polymerisation concomitant its function. KEY WORDS : Carboxylic acids, Alkylation, Etherification, Functional groups, Boron Bull. Chem. Soc. Ethiop. 2018 , 32(2), 387-392. DOI: https://dx.doi.org/10.4314/bcse.v32i2.16
sci-hub.se 参考文章(35)
William R. Morrison, Lloyd M. Smith, Preparation of fatty acid methyl esters and dimethylacetals from lipids with boron fluoride–methanol Journal of Lipid Research. ,vol. 5, pp. 600- 608 ,(1964) , 10.1016/S0022-2275(20)40190-7
Andrej Vinogradov, Simon Woodward, Palladium-Catalyzed Cross-Coupling Using an Air-Stable Trimethylaluminum Source. Preparation of Ethyl 4-Methylbenzoate Organic Syntheses. pp. 104- 114 ,(2010) , 10.1002/0471264229.OS087.12
Bimal K. Banik, Indrani Banik, Frederick F. Becker, Indium/Ammonium Chloride‐Mediated Selective Reduction of Aromatic Nitro Compounds: Ethyl 4‐aminobenzoate Organic Syntheses. pp. 188- 194 ,(2005) , 10.1002/0471264229.OS081.20
E. H. White, A. A. Baum, D. E. Eitel, 1‐Methyl‐3‐p‐Tolyltriazene and its Use in the Esterification of Acids Organic Syntheses. pp. 102- 102 ,(2003) , 10.1002/0471264180.OS048.30
Fatemeh Rajabi, Rick AD Arancon, Rafael Luque, None, Oxidative esterification of alcohols and aldehydes using supported iron oxide nanoparticle catalysts Catalysis Communications. ,vol. 59, pp. 101- 103 ,(2015) , 10.1016/J.CATCOM.2014.09.022
Michael T. Crimmins, Joe A. DeLoach, Intramolecular photocycloadditions-cyclobutane fragmentation: total synthesis of (.+-.)-pentalenene, (.+-.)-pentalenic acid, and (.+-.)-deoxypentalenic acid Journal of the American Chemical Society. ,vol. 108, pp. 800- 806 ,(1986) , 10.1021/JA00264A037
Changhu Chu, Renhua Liu, Chloralkanes as chlorinating agents: An efficient approach to acyl chlorides and destruction of chlorinated hydrocarbons Applied Catalysis B-environmental. ,vol. 101, pp. 343- 347 ,(2011) , 10.1016/J.APCATB.2010.10.002
Ulrich Widmer, A Convenient Preparation of t-Butyl Esters Synthesis. ,vol. 1983, pp. 135- 136 ,(1983) , 10.1055/S-1983-30253
Puran Singh Rathore, Jacky Advani, Sonika Rathore, Sonal Thakore, Metal nanoparticles assisted amine catalyzed transesterification under ambient conditions Journal of Molecular Catalysis A-chemical. ,vol. 377, pp. 129- 136 ,(2013) , 10.1016/J.MOLCATA.2013.05.003
Mona Hosseini-Sarvari, Esmat Sodagar, Esterification of free fatty acids (Biodiesel) using nano sulfated-titania as catalyst in solvent-free conditions Comptes Rendus Chimie. ,vol. 16, pp. 229- 238 ,(2013) , 10.1016/J.CRCI.2012.10.016