97222-05-4Relevant academic research and scientific papers
Pd/C-Catalyzed Carbonylative Esterification of Aryl Halides with Alcohols by Using Oxiranes as CO Sources
Min, Byul-Hana,Kim, Dong-Su,Park, Hyo-Soon,Jun, Chul-Ho
supporting information, p. 6234 - 6238 (2016/05/02)
A carbonylative esterification reaction between aryl bromides and alcohols, promoted by Pd/C and NaF in the presence of oxiranes, has been developed. In this process, oxiranes serve as sources of carbon monoxide by their conversion to aldehydes through a palladium-promoted Meinwald rearrangement pathway. Intramolecular versions of this process serve as methods for the synthesis of lactones and phthalimides. CO gas free! A carbonylative esterification reaction between aryl bromides and alcohols, promoted by Pd/C and NaF in the presence of oxiranes, has been developed. In this process, oxiranes serve as sources of carbon monoxide by their conversion to aldehydes through a palladium-promoted Meinwald rearrangement pathway (see scheme).
Immobilised Candida antarctica B as efficient catalyst for the synthesis of local anaesthetic intermediates
Giunta, Daniela,Masia, Maria Paola,Marchetti, Mauro,Morrone, Raffaele,Solinas, Maurizio
supporting information, p. 5122 - 5125 (2013/08/28)
We hereby present the development of new reaction conditions for the CALB catalysed esterification of substituted benzoic acids. Using cyclohexane as the reaction media a number of heptyl benzoates have been easily isolated in good to excellent yields (up to 100% at 80 C, 20-24 h). Moreover, the catalytic system has been successfully applied to the synthesis of local anaesthetics intermediates also showing good productivity in recycling experiments.
NHCs-mediated benzoates formation directly from aromatic aldehydes and alkyl halides
Li, Yi,Du, Wenting,Deng, Wei-Ping
experimental part, p. 3611 - 3615 (2012/06/15)
A NHCs-mediated benzoates formation was developed by treatment of aromatic aldehydes with alkyl halides in the presence of oxygen. Corresponding benzoate derivatives were obtained in high yields up to 99%. The reaction mechanism was also discussed and a NHCs-mediated O-alkylation and subsequent oxidation process was proposed.
N-heterocyclic carbene-catalyzed oxidative esterification reaction of aldehydes with alkyl halides under aerobic conditions
Xin, Yang-Chun,Shi, Shi-Hui,Xie, Dong-Dong,Hui, Xin-Ping,Xu, Peng-Fei
supporting information; experimental part, p. 6527 - 6531 (2011/12/22)
An efficient N-heterocyclic carbene-catalyzed oxidative esterification reaction of aldehydes with alkyl halides or alkyl 4-methylbenzenesulfonate is reported. It was worth noting that (1) the configuration of alkyl halides or alkyl 4-methylbenzenesulfonates was inverted completely, and (2) the presence of oxygen was crucial for this transformation. The reaction proceeded smoothly under mild conditions and various esters were afforded in moderate to good yields. In addition, we have developed an efficient tandem oxidation/ esterification reaction of alcohols. This methodology provides a rare example of a reaction of the Breslow intermediate to sp3-carbon centered electrophiles. An efficient oxidative esterification reaction of aldehydes with alkyl halides or alkyl 4-methylbenzenesulfonates catalyzed by N-heterocyclic carbenes is reported. Oxygenwas crucial for the reaction, and the configuration of alkyl 4-methylbenzenesulfonate was completely inverted. Copyright
