134838-29-2Relevant academic research and scientific papers
Palladium-Catalyzed Carbonylative Synthesis of Benzyl Benzoates Employing Benzyl Formates as Both CO Surrogates and Benzyl Alcohol Sources
Lai, Ming,Qi, Xinxin,Wu, Xiao-Feng
, p. 3776 - 3778 (2019/06/24)
An efficient and convenient palladium-catalyzed carbonylation reaction for the synthesis of benzyl benzoates from aryl bromides has been developed. Benzyl formates have been explored as a new type of efficient and useful CO sources and also reaction partners. A wide range of benzyl benzoates was obtained in good to excellent yields.
Nickel-catalyzed cyanation of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine
Wang, Liang,Wang, Yaoyao,Shen, Jun,Chen, Qun,He, Ming-Yang
supporting information, p. 4816 - 4820 (2018/07/13)
A nickel-catalyzed cyanation of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine (TCT) using aminoacetonitrile as the cyanating agent is described. This catalytic system delivered the desired products in moderate to good yields with good substrate compatibility. The readily available starting materials, cost-effective nickel catalyst and metal-free cyanating agent are the major features of the present method.
Highly Active Manganese-Mediated Acylation of Alcohols with Acid Chlorides or Anhydrides
Joo, Seong-Ryu,Youn, Young-Jin,Hwang, Young-Ran,Kim, Seung-Hoi
, p. 2665 - 2669 (2017/10/07)
To explore further the practical uses of highly active manganese (Mn?), a variety of alcohols were treated with Mn?, and the resulting complexes were coupled with acid chlorides and/or acetic anhydride in the absence of any extra catalyst. The subsequent reactions took place smoothly under mild conditions, providing the corresponding O-acylation products in good to excellent isolated yields.
Synthesis of esters by in situ formation and trapping of diazoalkanes
Squitieri, Richard A.,Shearn-Nance, Galen P.,Hein, Jason E.,Shaw, Jared T.
, p. 5278 - 5284 (2016/07/14)
A general method has been developed for the in situ formation and trapping of diazoalkanes by carboxylic acids to form esters. The method is applicable to a large variety of carboxylic acids using diazo compounds that are formed from the hydrazones of benzaldehydes and aryl ketones. In situ reaction monitoring with IR spectroscopy (ReactIR) was used to demonstrate that slow addition of the hydrazone to a mixture of oxidant and carboxylic acid avoids the buildup of the diazo compound. This method enables the safe preparation of esters from simple precursors without isolation of diazo compounds.
Copper-catalyzed cyanations of aromatic bromides with benzoyl cyanide
Wang, Liang,Pan, Liang,Chen, Qun,He, Mingyang
supporting information, p. 1221 - 1224 (2015/02/05)
Aromatic nitriles were synthesized through copper-catalyzed cyanations of aromatic bromides using benzoyl cyanide as the cyanide source. A series of functional groups were tolerated under the reaction conditions to provide the products in good yields. Moreover, this protocol avoids using of highly toxic alkali cyanides and expensive palladium catalysts.
Cu-catalyzed esterification reaction via aerobic oxygenation and C-C bond cleavage: An approach to α-ketoesters
Zhang, Chun,Feng, Peng,Jiao, Ning
supporting information, p. 15257 - 15262 (2013/11/06)
The Cu-catalyzed novel aerobic oxidative esterification reaction of 1,3-diones for the synthesis of α-ketoesters has been developed. This method combines C-C σ-bond cleavage, dioxygen activation and oxidative C-H bond functionalization, as well as provides a practical, neutral, and mild synthetic approach to α-ketoesters which are important units in many biologically active compounds and useful precursors in a variety of functional group transformations. A plausible radical process is proposed on the basis of mechanistic studies.
Transition metal free oxidative esterification of alcohols with toluene
Liu, Lianghui,Yun, Lin,Wang, Zikuan,Fu, Xuefeng,Yan, Chun-Hua
supporting information, p. 5383 - 5386 (2013/09/12)
Using Bu4NI as the catalyst and tert-butyl hydroperoxide as the oxidant, direct esterification of alcohols with toluene derivatives was achieved. Mechanistic investigations indicate that the alcohols are sequentially oxidized to aldehydes, carboxylic acids, and then to benzyl esters. Bu 4N+ functions as a phasetransfer reagent and iodide catalyzes the reaction.
