18903-30-5Relevant articles and documents
Chemo-Enzymatic Synthesis of Pyrazines and Pyrroles
Xu, Jin,Green, Anthony P.,Turner, Nicholas J.
supporting information, p. 16760 - 16763 (2018/11/27)
Herein we report the biocatalytic synthesis of substituted pyrazines and pyrroles using a transaminase (ATA) to mediate the key amination step of the ketone precursors. Treatment of α-diketones with ATA-113 in the presence of a suitable amine donor yielded the corresponding α-amino ketones which underwent oxidative dimerization to the pyrazines. Selective amination of α-diketones in the presence of β-keto esters afforded substituted pyrroles in a biocatalytic equivalent of the classical Knorr pyrrole synthesis. Finally we have shown that pyrroles can be prepared by internal amine transfer catalyzed by a transaminase in which no external amine donor is required.
Electrolytic Oxidation of Ketones in Ammoniacal Methanol in the Presence of Catalytic Amounts of KI
Chiba, Toshiro,Sakagami, Hirotoshi,Murata, Miki,Okimoto, Mitsuhiro
, p. 6764 - 6770 (2007/10/03)
The indirect electrooxidation of ketones in ammoniacal methanol using iodide ion as a mediator afforded 2,2-dialkyl-2,5-dihydro-1H-imidazoles 3 via an oxidative cyclocoupling of ketimine intermediates formed from ketones and ammonia.The treatment of 3 with dilute HCl gave α-amino ketone hydrochlorides 4 and the parent ketones in good yields.A similar electrooxidation of 3 resulted in the formation of the corresponding 2H-imidazoles 6, which were hydrolyzed to α-diketones and the parent ketones.The same products 6 could also conveniently be obtained by chemical oxidation of 3 with aqueous NaOCl.
