1267237-44-4Relevant academic research and scientific papers
Aminocarbonylation (hydrazinocarbonylation) of iodoalkenes and iodoarenes
Gergely, Máté,Kollár, László
, p. 838 - 844 (2017)
Iodoalkenes such as 1-iodocyclohexene, 4-tert-butyl-1-iodocyclohexene, α-iodostyrene and 17-iodoandrost-16-ene were aminocarbonylated in palladium-catalysed reaction using 1,1-disubstituted (cyclic) hydrazines (3-amino-3-azabicyclo[3.3.0]octane and (S)-1-amino-2-methoxymethylpyrrolidine (SAMP)/(R)-1-amino-2-methoxymethyl-pyrrolidine (RAMP)) as N-nucleophiles. The corresponding hydrazides were formed in moderate to high yields. The hydrazinocarbonylation of iodobenzene using the above 1,1-disubstituted hydrazines resulted in a rather complex reaction mixture due to two major types of side-reactions: i) the deamination of the 3-amino-3-azabicyclo[3.3.0]octane, and ii) the double carbon monoxide insertion. In this way, in addition to the expected benzoylhydrazide derivative, phenylglyoxylhydrazide (double CO insertion product) and benzamide (‘deamination’ product) were also formed. By the appropriate modification of the reaction conditions, good selectivities towards the target compounds were achieved even in these cases. The formation of the products/side-products were rationalized on the basis of a simplified catalytic cycle.
Copper-Mediated Synthesis of Aryl α-Keto Amides from Epoxide Derivatives
Cui, Yunjian,Dong, Yi,Liu, Fenghua,Xu, Heng
supporting information, p. 1011 - 1014 (2020/06/10)
A novel Cu II -mediated synthesis of aryl α-keto amides from epoxide derivatives is reported. This transformation was conducted by using O 2 as a green oxidant that meets the requirements of sustainable chemistry.
Cu(ii)-catalyzed decarboxylative acylation of acyl C-H of formamides with α-oxocarboxylic acids leading to α-ketoamides
Li, Dengke,Wang, Min,Liu, Jie,Zhao, Qiong,Wang, Lei
supporting information, p. 3640 - 3642 (2013/05/21)
CuBr2-catalyzed decarboxylative acylation of the acyl C-H of N-monosubstituted and N,N-disubstituted formamides with α-oxocarboxylic acids leading to α-ketoamides was developed, which generated the corresponding products in good yields. The Royal Society of Chemistry 2013.
Direct use of formamides as amino group sources via C-N bond cleavage: A catalytic oxidative synthesis of α-ketoamides from acetophenones and formamides under metal-free conditions
Zhao, Qiong,Miao, Tao,Zhang, Xiaobin,Zhou, Wei,Wang, Lei
, p. 1867 - 1873 (2013/04/10)
An efficient and direct use of formamides as amino group sources for the synthesis of α-ketoamides was developed under metal-free conditions. The reaction was based on the oxidative coupling of acetophenones with formamides and generated the desired products in good yields in the presence of t-BuOOH/I2/PhCO2H.
