1202166-87-7Relevant academic research and scientific papers
Direct Synthesis of α-Amino Nitriles from Sulfonamides via Base-Mediated C-H Cyanation
Shi, Shasha,Yang, Xianyu,Tang, Man,Hu, Jiefeng,Loh, Teck-Peng
supporting information, p. 4018 - 4022 (2021/05/26)
Herein, we disclose a transition-metal-free reaction system that enables α-cyanation of sulfonamides through C-H bond cleavage for the preparation of α-amino nitriles, including difficult-to-access all-alkyl α-tertiary scaffolds. More than 50 substrate examples prove a wide functional group tolerance. Additionally, its synthetic practicality is highlighted by gram-scalability and the late-stage modification of natural compounds. Mechanistic experiments suggest that this process involves in situ formation of an imine intermediate via base-promoted elimination of HF.
Transition-Metal-Free α Csp3?H Cyanation of Sulfonamides
Zhou, Liejin,Wei, Siqi,Lei, Ziran,Zhu, Gangguo,Zhang, Zuxiao
, p. 7103 - 7107 (2021/04/16)
This report describes the site-selective α-functionalization of sulfonylamide derivatives through the in-situ generation of imine intermediates. The N?F sulfonylamides, which could facilitate the elimination to generate imines, are coupled with TBACN to e
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.
