442157-19-9Relevant academic research and scientific papers
Highly efficient and chemoselective direct aldol reaction of acyldiazomethane with aldehydes promoted by MgI2 etherate
Qi, Weipeng,Xie, Xiaoqiang,Zhong, Tengjiang,Zhang, Xingxian
, p. 194 - 196 (2018)
Direct aldol condensation of various aromatic, heteroaromatic, α,β-unsaturated aldehydes and aliphatic aldehydes with acyldiazomethane was realized using MgI2 etherate (MgI2·(Et2O)n) as a promoter in the presence of diisopropyl amine (DIPEA) in excellent yields in a short time under mild conditions with high chemoselectivity. Iodide counterion, and a non-coordinating less ploar reaction media (i.e., CH2Cl2) are among the critical factors for this unique reactivity.
An efficient and convenient aldol addition of acyldiazomethane with aldehydes promoted by MgI2 etherate
Xie, Xiaoqiang,Qi, Weipeng,Sun, Xinzhe,Zhang, Xingxian
, p. 87 - 91 (2017/10/10)
The aldol addition of acyldiazomethane with aromatic aldehydes, vinyl aldehyde and aliphatic aldehydes was carried out efficiently in the presence of MgI2 etherate and iPr2EtN (DIPEA) using untreated reagent-grade CH2Cl2 under atmospheric conditions in good to excellent yields. Iodide counterion and a non-coordinating reaction media (i.e. CH2Cl2) are among the critical factors for the unique reactivity of this reaction system.
1,2-Migration in rhodium(II) carbene transfer reaction: Remarkable steric effect on migratory aptitude
Xiao, Fengping,Wang, Jianbo
, p. 5789 - 5791 (2007/10/03)
A series of diazo carbonyl compounds bearing different substituents have been prepared in order to investigate the steric effect in 1,2-migration reaction of rhodium(II) carbene. Through the investigation on the diazo decomposition of these compounds with Rh2(OAc)4, it was found that the steric effect could dramatically influence the migratory aptitude. In many cases, the steric effect could override the inherent electronic effect of the substituent.
DBU-promoted condensation of acyldiazomethanes to aldehydes and imines under catalytic conditions
Jiang, Nan,Wang, Jianbo
, p. 1285 - 1287 (2007/10/03)
The condensation of acyldiazomethanes to aldehydes and imines can be promoted with catalytic amount of DBU. The condensation gives β-hydroxy α-diazo carbonyl compounds or β-amino α-diazo carbonyl compounds in high yields.
