2010
DOI: 10.1016/j.tetlet.2010.05.088
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One-pot three-component synthesis of α-aminonitriles using potassium hexacyanoferrate(II) as an eco-friendly cyanide source

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Cited by 63 publications
(21 citation statements)
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“…In our previous work 48 to investigate one-pot three-component reactions of carbonyl compounds, amines, and potassium hexacyanoferrate(II), in the presence of benzoyl chloride as a promoter, the imine produced in situ afforded hydrocyanation products. As an extension of this work to investigate the direct cyanation of imines bearing a thiazole ring under the similar conditions, quite different cyanoaroylation products were isolated.…”
Section: Resultsmentioning
confidence: 99%
“…In our previous work 48 to investigate one-pot three-component reactions of carbonyl compounds, amines, and potassium hexacyanoferrate(II), in the presence of benzoyl chloride as a promoter, the imine produced in situ afforded hydrocyanation products. As an extension of this work to investigate the direct cyanation of imines bearing a thiazole ring under the similar conditions, quite different cyanoaroylation products were isolated.…”
Section: Resultsmentioning
confidence: 99%
“…Thus, several modifications of the Strecker reaction have been developed using a variety of cyanide reagents such as alkaline cyanides [3], Et 2 AlCN [4], (EtO) 2 -POCN [5], Zn(CN) 2 [6], HCN [7], Bu 3 SnCN [8], TMSCN [9], K 4 [Fe(CN) 6 ] [10], along with catalysts variant such as InCl 3 [11], BiCl 3 [12], RhI 3 [13], NiCl 2 [14], RuCl 3 [15], montmorillonite KSF clay [16], silica sulfuric acid [17], silica-supported heteropoly acids [18], silica-bonded sulfamic acid [19], silica-based ionic liquids [20], I 2 [21], xanthan sulfuric acid [22], Zr-MCM-41 nanoreactors [23], Zr-Cu(OTf) 2 [24], K 2 PdCl 4 [25], Al-MCM-41 [26] and Ga-TUD-1 [27] under various reaction conditions homogeneously catalyze the Strecker-type reaction.…”
Section: Introductionmentioning
confidence: 99%
“…7 K 4 [Fe(CN) 6 ] is commercially available on a ton scale and is even cheaper than KCN. Very recently, K 4 [Fe(CN) 6 ] has been proved to be an efficient cyanide source for the cyanation of halogenated arenes to benzonitriles, 8 the cyanation of aroyl chlorides to aroyl cyanides, 9 the cyanoaroylation of aldehydes to cyanohydrin esters, 10 the Strecker reactions to α-aminonitriles, 11 the arylcyanation of internal alkynes to β-arylalkenylnitriles, 12 and the nucleophilic addition-elimination of α,α-dibromoacetophenones to 2-aryl-3,3-dibromoacrylonitriles. 13 However, the cyanation of N N containing compounds was not investigated.…”
Section: Introductionmentioning
confidence: 99%