4918-10-9Relevant academic research and scientific papers
Highly efficient three-component Strecker-type reaction catalyzed by MgI2 etherate under solvent-free conditions
Li, Pengcheng,Zhang, Yongdong,Chen, Zhili,Zhang, Xingxian
supporting information, p. 1854 - 1858 (2017/04/21)
A concise, straightforward and efficient method has been developed for the synthesis of α-aminonitriles by an one-pot three-component condensation of aldehydes or ketones, amines and trimethylsilyl cyanide catalyzed by MgI2 etherate under solvent-free conditions. This protocol has some advantages such as mild reaction condition, simple work-up, short reaction time and high product yields.
Highly efficient and convenient Strecker reaction of carbonyl compounds and amines with TMSCN catalyzed by MCM-41 anchored sulfonic acid as a recoverable catalyst
Dekamin, Mohammad G.,Mokhtari, Zahra
experimental part, p. 922 - 930 (2012/02/01)
MCM-41 anchored sulfonic acid (MCM-41-SO3H) was found to be a highly efficient and recoverable heterogeneous catalyst for the three-component Strecker reaction of aldehydes or ketones and diverse amines using trimethylsilyl cyanide (TMSCN) to afford the corresponding α-amino nitriles under mild conditions in high to quantitative yields. The simple experimental procedure along with easy recovery and reusability of the catalyst has led to development of a clean and environmentally friendly approach for the synthesis of α-amino nitriles.
One-pot three-component synthesis of α-aminonitriles using potassium hexacyanoferrate(II) as an eco-friendly cyanide source
Li, Zheng,Ma, Yuanhong,Xu, Jun,Shi, Jinghong,Cai, Hongfang
experimental part, p. 3922 - 3926 (2010/08/20)
An efficient and environmentally friendly method has been developed for the synthesis of α-aminonitriles via one-pot three-component condensation of carbonyl compounds, amines, and potassium hexacyanoferrate(II) in the presence of benzoyl chloride as a promoter. This protocol has the features of use of eco-friendly cyanide source, high yield, and simple work-up procedure.
N-Salicyl-β-aminoalcohols as a new class of ligand for catalytic asymmetric Strecker reactions
Mansawat, Woraluk,Bhanthumnavin, Worawan,Vilaivan, Tirayut
, p. 3805 - 3808 (2007/10/03)
An enantioselective Strecker synthesis employing novel chiral titanium complex catalysts derived from structurally simple chiral N-salicyl-β-amino alcohols is described. Reactions of N-benzylidenebenzylamine with trimethylsilyl cyanide in the presence of the catalyst (10 mol%) gave the corresponding α-aminonitrile in good to excellent yields, along with relatively high enantioselectivity (up to 86% ee). Similar reactions with various imines derived from aromatic aldehydes resulted in moderate to good enantioselectivity (44-81% ee).
A facile synthesis of substituted phenylglycines
Davies, Antony J.,Ashwood, Michael S.,Cottrell, Ian F.
, p. 1095 - 1102 (2007/10/03)
A convenient scaleable process for the preparation of substituted phenylglycines 2 by a modified Strecker reaction is described. Bisulfite- mediated addition of benzylamine and cyanide anion to substituted benzaldehydes 3 gave the aminonitriles 4 which were hydrolysed in two steps to the N-protected amino acid 1. Debenzylation using catalytic transfer hydrogenation gave the title compounds in good yield.
