180893-37-2Relevant academic research and scientific papers
Expanding the substitution pattern of 2(1H)-pyrazinones via Suzuki and Heck reactions
Azzam, Rasha,De Borggraeve, Wim M.,Compernolle, Frans,Hoornaert, Georges J.
, p. 3953 - 3962 (2007/10/03)
Various 3,5-dichloropyrazinones were substituted at the C-3 position with (hetero)aryl, alkyl and alkenyl groups by means of Suzuki and Heck reactions. The methodology could be extended to reactions on the far less reactive C-5 position by transhalogenati
New routes for the synthesis of 3- and 5-substituted 2(1H)-pyrazinones
Azzam, Rasha,De Borggraeve, Wim,Compernolle, Frans,Hoornaert, Georges J.
, p. 1885 - 1888 (2007/10/03)
Various 3-(hetero)aryl, 3-alkyl and 3-alkenyl-2(1H)-pyrazinones were prepared by applying the Suzuki and Heck reaction methodology to 3,5-dichloro-2(1H)-pyrazinones. Furthermore, following hydrogenolysis of the 5-chloro substituent and regioselective 5-br
Synthesis of new pyrrolo[3,4-b]- and [3,4-c]pyridin(on)es and related 1,7-naphthyridinones and 2,7-naphthyridines via intramolecular Diels-Alder reactions of 2(1H)-pyrazinones
Buysens, Kris J.,Vandenberghe, Didier M.,Hoornaert, Georges J.
, p. 9161 - 9178 (2007/10/03)
2(1H)-pyrazinones 7, 10 or 12 with in 6-position a 2-propynylaminomethyl or 3-butynylaminomethyl side chain undergo intramolecular Diels-Alder reactions providing cycloadducts which can be isolated or functionalised in some cases. By further thermolysis of these compounds either pyrrolo-[3,4-b]pyridinones 15/16 and/or pyrrolo[3,4-c]pyridines 17/18 or 1,7-naphthyridinones 25 and/or 2,7-naphthyridines 26 can be generated. Loss of either cyanide or isocyanate from the respective adducts is shown to be dependent on their substitution pattern.
