91142-49-3Relevant academic research and scientific papers
Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters
Huang, Changyu,Li, Jinpeng,Wang, Jiaquan,Zheng, Qingshu,Li, Zhenhua,Tu, Tao
, p. 66 - 71 (2020/11/18)
The amide C-N cleavage has drawn a broad interest in synthetic chemistry, biological process and pharmaceutical industry. Transition-metal, luxury ligand or excess base were always vital to the transformation. Here, we developed a transition-metal-free hydrogen-bond-assisted esterification of amides with only catalytic amount of base. The proposed crucial role of hydrogen bonding for assisting esterification was supported by control experiments, density functional theory (DFT) calculations and kinetic studies. Besides broad substrate scopes and excellent functional groups tolerance, this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C-N bonds for organic synthesis and pharmaceutical industry. [Figure not available: see fulltext.]
METHOD OF CONVERTING ALCOHOL TO HALIDE
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Page/Page column 53; 110, (2017/01/02)
The present invention relates to a method of converting an alcohol into a corresponding halide. This method comprises reacting the alcohol with an optionally substituted aromatic carboxylic acid halide in presence of an N-substituted formamide to replace a hydroxyl group of the alcohol by a halogen atom. The present invention also relates to a method of converting an alcohol into a corresponding substitution product. The second method comprises: (a) performing the method of the invention of converting an alcohol into the corresponding halide; and (b) reacting the corresponding halide with a nucleophile to convert the halide into the nucleophilic substitution product.
Solvent-free esterification of carboxylic acids and alcohols in the presence of silphos [PCl3-n(SiO2)n] as a heterogeneous phosphine reagent
Rao, Ambati Narasimha,Ganesan, Kumaran,Shinde, Chandra Kant
experimental part, p. 2299 - 2308 (2012/06/18)
An efficient solvent-free method for the preparation of esters from various aromatic and aliphatic acids with primary, secondary, and tertiary alcohols using a heterogeneous phosphine reagent, silphos [PCl3-n(SiO 2)n], in good yields is reported.
Novel reactivity of stabilized methylenetributylphosphorane: A new mitsunobu reagent
Tsunoda, Tetsuto,Ozaki, Fumie,Ito, Sho
, p. 5081 - 5082 (2007/10/02)
Cyanomethylenetributylphosphorane was shown to mediate the direct condensation of alcohols with O- and N-nucleophiles. A secondary alcohol, 2- octanol, reacted satisfactorily with Walden inversion of its carbinyl carbon.
