2016
DOI: 10.1039/c5cc10346k
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Iron-catalysed sequential reaction towards α-aminonitriles from secondary amines, primary alcohols and trimethylsilyl cyanide

Abstract: We have developed a one-pot iron-catalysed sequential reaction of secondary amines with primary alcohols, trimethylsilyl cyanide and TBHP under mild reaction conditions to give the corresponding α-aminonitriles.

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Cited by 33 publications
(14 citation statements)
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“…2‐(Methyl(phenyl)amino)propanenitrile (33) : [25] Obtained as yellow oil (m=81.2 mg, 41 % yield). Purification by flash chromatography (Diethyl ether/Pentane: 2/98).…”
Section: Methodsmentioning
confidence: 99%
“…2‐(Methyl(phenyl)amino)propanenitrile (33) : [25] Obtained as yellow oil (m=81.2 mg, 41 % yield). Purification by flash chromatography (Diethyl ether/Pentane: 2/98).…”
Section: Methodsmentioning
confidence: 99%
“…The alcohol functional group is one of the more important groups for the synthesis of many drugs which are being used widely throughout the world [1][2][3][4][5]. As the alcohol functional group is not a good leaving group, it becomes the main obstacle for producing versatile novel drugs in organic synthesis.…”
Section: Introductionmentioning
confidence: 99%
“…Application of trimethylsilylcyanide (TMSCN), which is relatively easy to handle and highly soluble in organic solvents, instead of KCN and HCN as a cyanoanion source provides promising and safer routes to α‐aminonitriles . These limitations and the importance of this reaction in organic synthesis have attracted many chemists to focus on the design of suitable and new catalysts that work under mild and green conditions . Although some of these methods are satisfactory, some of these reported methods involve the use of expensive reagents, hazardous solvents, longer reaction times and tedious work‐up procedures.…”
Section: Introductionmentioning
confidence: 99%