4026-18-0Relevant articles and documents
2-Bromo-6-isocyanopyridine as a Universal Convertible Isocyanide for Multicomponent Chemistry
Van Der Heijden, Gydo,Jong,Ruijter, Eelco,Orru, Romano V. A.
supporting information, p. 984 - 987 (2016/03/15)
The development of 2-isocyanopyridines as novel convertible isocyanides for multicomponent chemistry is reported. Comparison of 12 representatives of this class revealed 2-bromo-6-isocyanopyridine as the optimal reagent in terms of stability and synthetic efficiency. It combines sufficient nucleophilicity with good leaving group capacity of the resulting amide moiety under both basic and acidic conditions. To demonstrate the practical utility of this reagent, an efficient two-step synthesis of the potent opioid carfentanil is presented.
A stable, convertible isonitrile as a formic acid carbanion [ -COOH] equivalent and its application in multicomponent reactions
Kreye, Oliver,Westermann, Bernhard,Wessjohann, Ludger A.
, p. 3188 - 3192 (2008/09/20)
The application of 2-(2,2-dimethoxyethyl) phenyl isonitrile in Ugi, Passerini, and Ugi-Smiles reactions is described. The simple transformation to highly activated indolyl amides allows functional-group conversion of the isonitrile moiety into a variety of carboxylic acid derivatives, overall acting as a neutral, nucleophilic COOH equivalent. Georg Thieme Verlag Stuttgart.
pH-Dependent Chemoselective Synthesis of α-Amino Acids. Reductive Amination of α-Keto Acids with Ammonia Catalyzed by Acid-Stable Iridium Hydride Complexes in Water
Ogo, Seiji,Uehara, Keiji,Abura, Tsutomu,Fukuzumi, Shunichi
, p. 3020 - 3021 (2007/10/03)
An acid-stable hydride complex [Cp*IrIII(bpy)H]+ {1, Cp* = η5-C5Me5, bpy = 2,2′-bipyridine} serves as the active catalyst for the highly chemoselective synthesis of α-amino acids by reductive aminatio