102996-95-2Relevant 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
, 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.
NaI-Catalyzed Oxidative Amination of Aromatic Sodium Sulfinates: Synergetic Effect of Ethylene Dibromide and Air as Oxidants
Fu, Ying,Li, Quan-Zhou,Xu, Qin-Shan,Hügel, Helmut,Li, Ming-Peng,Du, Zhengyin
supporting information, p. 6966 - 6970 (2018/11/23)
A novel NaI-catalyzed oxidative amination of sodium sulfinates, employing both ethylene dibromide (EDB) and air as the oxidants, is described. EDB was first demonstrated to be a promising mild organic oxidant that in air, converted NaI into molecular iodine to promote the cross-coupling reactions of aromatic sodium sulfinates with amines to produce arylsulfonamides. Mechanistic studies indicated that a radical pathway might be involved in the reaction process.
Enantioselective Synthesis of trans-Vicinal Diamines via Rhodium-Catalyzed [2+2] Cycloaddition of Allenamides
Zheng, Wei-Feng,Sun, Gui-Jun,Chen, Liang,Kang, Qiang
supporting information, p. 1790 - 1794 (2018/04/02)
An efficient protocol for the enantioselective Rh-catalyzed intermolecular head-to-head [2+2] cycloaddition of allenamides was developed. A variety of enantio-enriched cyclobutane-1,2-diamine derivatives were achieved in good yields with good to excellent enantioselectivities. (Figure presented.).
Synthese von 2-(2-Aminoethyl)thiophen ueber aktivierte Arylsulfonylaziridine
Fikentscher, Rolf,Brueckmann, Ralf,Betz, Rainer
, p. 113 - 114 (2007/10/02)
Synthesis of 2-(2-Aminoethyl)thiophene via Activated Arylsulfonylaziridines.Activated arylsulfonylaziridines react with 2-lithiothiophene under ring cleavage to afford sulfonamides 2, reductive cleavage of which with sodium bis(2-methoxyethoxy)aluminiumhydride yields 2-(2-aminoethyl)thiophene (3).
