35278-67-2Relevant academic research and scientific papers
C-Alkylation of N-alkylamides with styrenes in air and scale-up using a microwave flow reactor
Barham, Joshua P.,Tamaoki, Souma,Egami, Hiromichi,Ohneda, Noriyuki,Okamoto, Tadashi,Odajima, Hiromichi,Hamashima, Yoshitaka
supporting information, p. 7568 - 7573 (2018/11/02)
C-Alkylation of N-alkylamides with styrenes is reported, proceeding in ambient air/moisture to give arylbutanamides and pharmaceutically-relevant scaffolds in excellent mass balance. Various amide and styrene derivatives were tolerated, rapidly affording molecular complexity in a single step; thus highlighting the future utility of this transformation in the synthetic chemistry toolbox. Reaction scalability (up to 65 g h-1 product) was demonstrated using a Microwave Flow reactor, as the first example of a C-alkylation reaction using styrenes in continuous flow.
ALKYLATION OF N-SUBSTITUTED AMIDES OF CARBOXYLIC ACIDS BY STYRENE IN THE PRESENCE OF POTASSIUM HYDROXIDE
Malkhasyan, A. Ts.,Nazaryan, E. M.,Mirakyan, S. M.,Martirosyan, G. T.
, p. 2195 - 2197 (2007/10/02)
The reaction of N,N-dimethylacetamide with styrene in the dimethyl sulfoxide-potassium hydroxide system leads to the formation of α-C-alkylated reaction products.It was established that substitution of the dimethyl sulfoxide by the initial amide makes it possible to increase the total yield of the monoalkylation and dialkylation products to 87 percent.From N-ethylacetamide and styrene under analogous conditions the N-alkylation product was obtained (37 percent).
