66887-16-9Relevant academic research and scientific papers
Direct Reductive N-Functionalization of Aliphatic Nitro Compounds
Rauser, Marian,Ascheberg, Christoph,Niggemann, Meike
, p. 3970 - 3974 (2018/02/26)
The first general protocol for the direct reductive N-functionalization of aliphatic nitro compounds is presented. The nitro group is partially reduced to a nitrenoid, with a mild and readily available combination of B2pin2 and zinc organyls. Thereby, the formation of an unstable nitroso intermediate is avoided, which has so far severely limited reductive transformations of aliphatic nitro compounds. The reaction is concluded by an electrophilic amination of zinc organyls.
Chemoselective amide reductions by heteroleptic fluoroaryl boron Lewis acids
Peruzzi, Michael T.,Mei, Qiong Qiong,Lee, Stephen J.,Gagné, Michel R.
supporting information, p. 5855 - 5858 (2018/06/13)
The heteroleptic borane catalyst (C6F5)2B(CH2CH2CH2)BPin is found to hydrosilylatively reduce amides under mild conditions. Simple tertiary amides can be reduced using Me2EtSiH, whereas tertiary benzamides required a more reactive secondary silane, Et2SiH2, for efficient reduction. The catalytic system described exhibits exceptional chemoselectivity in the reduction of oligoamides and tolerates functionalities which are prone to reduction under similar conditions.
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).
