2017
DOI: 10.1016/j.tetlet.2017.04.058
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Expeditious and efficient synthesis of Strecker’s α-aminonitriles catalyzed by sulfated polyborate

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Cited by 42 publications
(7 citation statements)
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“…This three‐component coupling between aldehydes (or ketones), ammonia and hydrogen cyanide yields α‐amino nitriles, which are key intermediates for the synthesis of a wide variety of amino acids, amides, diamines, and nitrogen‐containing heterocycles . Diverse strategies applied for the synthesis of α‐amino nitriles contain a variety of Lewis or Bronsted acidic catalysts, heterogeneous catalysts, and recently several MOFs . Although, development of new synthesis techniques to overcome the intrinsic drawbacks including harsh reaction conditions and tedious workup procedures and suggesting less expensive, environmentally benign and expedient conditions is highly worthy.…”
Section: Introductionmentioning
confidence: 99%
“…This three‐component coupling between aldehydes (or ketones), ammonia and hydrogen cyanide yields α‐amino nitriles, which are key intermediates for the synthesis of a wide variety of amino acids, amides, diamines, and nitrogen‐containing heterocycles . Diverse strategies applied for the synthesis of α‐amino nitriles contain a variety of Lewis or Bronsted acidic catalysts, heterogeneous catalysts, and recently several MOFs . Although, development of new synthesis techniques to overcome the intrinsic drawbacks including harsh reaction conditions and tedious workup procedures and suggesting less expensive, environmentally benign and expedient conditions is highly worthy.…”
Section: Introductionmentioning
confidence: 99%
“…The catalyst was prepared and characterized by various analytical techniques such as potentiometric analysis, Fourier transform infrared spectroscopy (FTIR), X-ray Sulfated polyborate catalyzed N-tert-butyl/N-trityl protected amides 417 diffraction (XRD), scanning electron microscopy (SEM) and energy dispersive X-ray spectroscopy (EDAX). 44 Recently, we have reported an efficient sulfated polyborate as a catalyst for one-pot multicomponent synthesis of 3,4-dihydropyrimidin-2(1H )-ones/thiones via Biginelli reaction, 44 synthesis of α-aminophosphinates via Kabachnik-Fields reaction, 45 synthesis of quinoxalines, 46 Hantzsch 1,4-dihydropyridines, 47 and Kindler reaction 48 all under solvent-free conditions. Its ease of preparation, high stability, mild acidity, and reusability prompted us to explore its potential to catalyze other useful reaction transformations.…”
Section: Resultsmentioning
confidence: 99%
“…However, the Strecker reaction has drawbacks, in particular due to the volatile and highly toxic nature of HCN. Among various cyanide sources such as HCN, KCN, NaCN, Bu 3 SnCN, K 4 [Fe (CN) 6 ] and trimethylsilyl cyanide (TMSCN), TMSCN is a desirable cyanide reagent, due to its safety, efficiency and availability. It is also noteworthy that TMSCN cannot transfer to electrophiles by itself and needs a catalyst for its activation.…”
Section: Introductionmentioning
confidence: 99%