61810-55-7Relevant academic research and scientific papers
A Straightforward Conversion of Activated Amides and Haloalkanes into Esters under Transition-Metal-Free Cs 2 CO 3 /DMAP Conditions
Chen, Liuqing,Gu, Ying,Jian, Junsheng,Liu, Yueping,Miao, Liqiong,Wang, Zijia,Zeng, Zhuo
, p. 4078 - 4084 (2019/10/28)
The esterification of activated amides, N -acylsaccharins, under transition-metal-free conditions with good functional group tolerance has been developed, resulting in C-N cleavage leading to efficient synthesis of a variety of esters in moderate to good yields. This work demonstrates that esterification may proceed by using simple N -acylsaccharins, haloalkanes, and Cs 2 CO 3 as oxygen source.
Staudinger’s phosphazene as an efficient esterifying reagent
Dinesh, Murugan,Ranganathan, Raja,Archana, Sivasubramaniyan,Sathishkumar, Murugan,Roshan Banu, Mohamed Sulthan,Ponnuswamy, Alagusundaram
supporting information, p. 1454 - 1460 (2016/09/14)
A new application of Staudinger’s phosphazene as an efficient esterifying reagent is reported. Staudinger’s phosphazene formed in situ by the reaction of organic mono-azide with triphenylphosphine, which is trapped by carboxylic acid, to afford amide exclusively. In contrast, interestingly the same phosphazene behaves in a different way as an efficient esterifying reagent, affording ester under a solvent-free microwave-assisted protocol wherein alcohol is added as the another component in addition to the other reactants. This discovery adds yet another new application of Staudinger’s phosphazene to synthetic chemistry.
Bis azide-triphenylphosphine as a reagent for esterification at room temperature
Dinesh, Murugan,Archana, Sivasubramaniyan,Ranganathan, Raja,Sathishkumar, Murugan,Ponnuswamy, Alagusundaram
supporting information, p. 6975 - 6979 (2015/11/27)
Modified Staudinger reaction is a well-established reaction for the amide synthesis from organic azides and carboxylic acids in the presence of phosphorous reagents. In contrary to this, it is notable that bis azide in the presence of triethylphosphite or trimethylphosphite does not afford the expected bis amides but affords the ethyl or methyl esters of the carboxylic acids respectively. This serendipitous observation when further investigated results in the discovery of bis azide-triphenylphosphine as an efficient reagent for esterification at room temperature.
Microwave-assisted ester formation using O-alkylisoureas: A convenient method for the synthesis of esters with inversion of configuration
Chighine, Alessandra,Crosignani, Stefano,Arnal, Marie-Claire,Bradley, Mark,Linclau, Bruno
experimental part, p. 4753 - 4762 (2009/10/17)
(Chemical Equation Presented) The formation of carboxylic esters via reaction of carboxylic acids with O-alkylisoureas proceeds in excellent yields with very short reaction times when conducted in a monomode microwave synthesizer. Efficient processes were
Efficient liquid phase acylation of alcohols over basic ETS-10 molecular sieves
Waghmode, Suresh B.,Thakur, Vinay V.,Sudalai, Arumugam,Sivasanker, Subramanian
, p. 3145 - 3147 (2007/10/03)
Acylation of alcohols with acetic acid can be carried out efficiently in the liquid phase over microporous titanosilicate ETS-10-type catalysts. The reaction was studied over ETS-10 exchanged with, Li, Na, K, Rb, Cs, Ba and H ions. Activity for acylation of primary alcohols depends on the exchanged alkali ion and increases in the order LiNaKBa～H～Rb～Cs-ETS-10. These molecular sieves are also suitable for the acylation of secondary alcohols and esterification with long chain carboxylic acids.
