65826-70-2Relevant articles and documents
A green synthesis of quinoxalines and 2,3-dihydropyrazines
Delpivo, Camilla,Micheletti, Gabriele,Boga, Carla
, p. 1546 - 1552 (2013/06/27)
Quinoxaline and dihydropyrazine derivatives were obtained in high yields by simple addition of 1,2-diamines and 1,2-dicarbonyl compounds in water. In some cases, the products spontaneously precipitated from the reaction mixture, making it possible to recover and reuse the mother liquor for further condensations. The very mild reaction conditions, the high yields of the products, and the absence of any catalyst make this methodology an efficient and green route to quinoxalines and dihydropyrazines. Georg Thieme Verlag Stuttgart New York.
Chemoenzymatic synthesis of aroma active 5,6-dihydro- and tetrahydropyrazines from aliphatic acyloins produced by baker's yeast
Kurniadi, Toshinari,Bel Rhlid, Rachid,Fay, Laurent-Bernard,Juillerat, Marcel-Alexandre,Berger, Ralf Guenter
, p. 3103 - 3107 (2007/10/03)
Twenty-five acyloins were generated by biotransformation of aliphatic aldehydes and 2-ketocarboxylic acids using whole cells of baker's yeast as catalyst. Six of these acyloins were synthesized and tentatively characterized for the first time. Subsequent chemical reaction with 1,2-propanediamine under mild conditions resulted in the formation of thirteen 5,6-dihydropyrazines and six tetrahydropyrazines. Their odor qualities were evaluated, and their odor thresholds were estimated. Among these pyrazine derivatives, 2-ethyl-3,5-dimethyl-5,6-dihydropyrazine (roasted, nutty, 0.002 ng/L air), 2,3-diethyl-5-methyl-5,6-dihydropyrazine (roasted, 0.004 ng/L air), and 2-ethyl-3,5-dimethyltetrahy-dropyrazine (bread crustlike, 1.9 ng/L air) were the most intensive-smelling aroma active compounds.
Formation of tricyclic heterocycles from the condensation reaction of 1,2-diamines with 1,2-diketones
Yamaguchi, Tadatoshi,Eto, Masashi,Watanabe, Kenji,Kashige, Nobuhiro,Harano, Kazunobu
, p. 1977 - 1979 (2007/10/03)
Condensation of 1,2-diamines with 1,2-diketones yielded unexpected tricyclic heterocycles. The structures were determined by single-crystal X- ray analysis.