5537-51-9Relevant academic research and scientific papers
Verkade's Superbase as an Organocatalyst for the Strecker Reaction
Yang, Jian,Chatelet, Bastien,Ziarelli, Fabio,Dufaud, Véronique,Hérault, Damien,Martinez, Alexandre
, p. 6328 - 6332 (2018/11/23)
Proazaphosphatranes -Verkade's superbases- proved to be efficient organocatalysts for the Strecker reaction between protected imines and trimethylsilyl cyanide (TMSCN). Excellent to quantitative yields were reached and, compared to other systems, only low
Hydrocyanation of sulfonylimines using potassium hexacyanoferrate(II) as an eco-friendly cyanide source
Li, Zheng,Li, Rongzhi,Zheng, Huanhuan,Wen, Fei,Li, Hongbo,Yin, Junjun,Yang, Jingya
, p. 1739 - 1743 (2014/01/06)
An efficient and eco-friendly method for hydrocyanation of sulfonylimines via one-pot two-step procedure using potassium hexacyanoferrate(II) as a cyanide source, benzoyl chloride as a promoter, and potassium carbonate as a base is described. This protocol has the features of using nontoxic, nonvolatile and inexpensive cyanide source, high yield, and simple work-up procedure.
Dimethylsulfoxide-promoted Strecker reaction of N-tosylaldimines with cyanoformate
Kadam, Santosh T.,Thirupathi, Ponnaboina,Kim, Sung Soo
, p. 919 - 923 (2011/05/07)
A metal-free method for performing the Strecker reaction of N-tosylaldimines with ethyl cyanoformate in dimethylsulf-oxide (DMSO) has been developed. Various types of N-tosyl-aldimines undergo the cyanation to provide the N-protected -amino nitriles. This
Amberlyst-15 catalysed synthesis of N-tosyl-α-aminonitriles through Strecker reaction
Sudhakar, Dega,Rao, Vallabhaneni Madhava,Suresh, Maddila,Rao, Chunduri Venkata
experimental part, p. 12 - 14 (2010/05/19)
N-Tosyl-α-aminonitriles have been synthesised by a Strecker reaction of various N-tosyl aldimines with trimethylsilyl cyanide in the presence of catalytic amount of Amberlyst-15 polymer at room temperature under heterogeneous conditions.
Synthesis of α-aminonitriles through Strecker reaction of N-tosylaldimines using molecular iodine
Das, Biswanath,Balasubramanyam, Penagaluri,Krishnaiah, Maddeboina,Veeranjaneyulu, Boyapati,Reddy, Gandolla Chinna
experimental part, p. 3467 - 3471 (2010/02/28)
The Strecker reaction of N-tosylaldimines with trimethylsilyl cyanide in the presence of catalytic amount of iodine at room, temperature produces the corresponding protected α-aminonitriles in high yields.
Synthesis of α-amino nitriles through Strecker reaction of aldimines and ketoimines by using nanocrystalline magnesium oxide
Kantam, M. Lakshmi,Mahendar, Koosam,Sreedhar, Bojja,Choudary
, p. 3351 - 3360 (2008/09/19)
Strecker reactions of various aldimines as well as ketoimines with TMSCN proceeded smoothly under mild conditions to give the corresponding α-amino nitriles and α,α-disubstituted α-amino nitriles, respectively, in good to excellent yields in the presence
Strecker reaction of aldimines catalyzed by a nucleophilic N-heterocyclic carbene
Fukuda, Yoshimasa,Maeda, Yuka,Kondo, Kazuhiro,Aoyama, Toyohiko
, p. 1937 - 1939 (2007/10/03)
The first method for Strecker reaction (cyanation of imines) of aldimines with TMSCN in the presence of N-heterocyclic carbene prepared from 1,3-bis(2,4,6-trimethylphenyl)imidazolium chloride and t-BuOK, as a nucleophilic catalyst, is described. Georg Thi
Lewis base-catalyzed strecker-type reaction between trimethylsilyl cyanide and N-tosylimines in water-containing DMF
Takahashi, Eiki,Fujisawa, Hidehiko,Yanai, Toshiharu,Mukaiyama, Teruaki
, p. 318 - 319 (2007/10/03)
Lewis base-catalyzed Strecker-type reaction between trimethylsilyl cyanide and N-tosylimines proceeded smoothly in dry DMF or water-containing DMF and the corresponding α-amino compounds were obtained in good to high yields. Copyright
Trimethylsilyl cyanide addition to aldimines and its application in the synthesis of (S)-phenylglycine methyl ester
Prasad, B. A. Bhanu,Bisai, Alakesh,Singh, Vinod K.
, p. 9565 - 9567 (2007/10/03)
The addition of TMSCN to a variety of arylaldimines (Strecker reaction) in the presence of LiClO4 or BF3?Et2O in acetonitrile has been studied. The reaction provided the addition products in very high yields. The method has been successfully utilized for the synthesis of (S)-phenylglycine methyl ester.
