1639450-75-1Relevant academic research and scientific papers
Synthesis of new heterocyclic compounds using 2-(3,3-dimethyl-1H- pyrroloisoquinolin-2(3H)-ylidene)malonaldehydes
Afghan, Arash,Roohi, Laia,Baradarani, Mehdi M.,Joule, John A.
, p. 706 - 712 (2014)
Isoquinolin-5-ylhydrazinium chloride 13 and 5-bromoisoquinolin-8- ylhydrazinium chloride 14 were converted via Fischer syntheses with 3-methylbutan-2-one into indolenines, 2,3,3-trimethyl-3H-pyrrolo[2,3-f] isoquinoline 15 and 5-bromo-2,3,3-trimethyl-3H-pyrrolo[3,2-h]isoquinoline 16, respectively. Exposure of the indolenines to the Vilsmeier reagent produced diformyl compounds 17 and 18, which reacted with arylhydrazines to give the corresponding pyrazoles 19a, 19b, 19c, 19d, 19e, 19f, 19g, 19h, 19i and 20a, 20b, 20c, 20d, 20e, 20f, 20g. Reaction of 17 with thiourea gave a pyrimidine-2(1H)-thione 23 or with hydroxylamine hydrochloride, an isoxazole 24.
