86475-12-9Relevant academic research and scientific papers
Substituted γ-Lactones. XXX (1). Reactions of α-Keto-β-Substituted-γ-butyrolactones with Diamines
Amer, Adel,Ventura, Montserrat,Zimmer, Hans
, p. 359 - 364 (2007/10/02)
The condensation reaction between α-keto-β-aroyl (or acyl)-γ-butyrolactones, 4a-4e and o-phenylenediamine or 2,3-diaminonaphthalene leads under retrograde aldol condensation involving loss of formaldehyde to formation of 3-substituted-3,4-dihydro-2(1H)quinoxalinones or benzoquinoxalinones, 7a-7g, respectively as a new convenient synthesis of this type of heterocyclic systems.The reaction of type 4 compound with 4,5-diaminopyrimidine, 8, was found to proceed differently. 2--4-oxo-3-(hydroxymethyl)-4-phenyl-2-butenoic acid 9 was the only product formed when the reaction between 4a and 8 was run in ethanol.The same reaction in glacial acetic acid proceeds with loss of formaldehyde, to afford 7-phenacylidene-7,8-dihydro-6(1H)-pteridinone 10.The reaction between type 4 compounds and ethylenediamine or 1,4-phenylenediamine leads to the formation of the bis-condensation products 13-15, respectively.
