Reactions of 3,6-Bis(3,5-dimethyl-4-R-pyrazol-1-yl)-1,2,4,5-tetrazines with Indole and 1,3,3-Trimethyl-2-methyleneindoline

Abstract

It has been found that 3,6-bis(3,5-dimethyl-4-R-pyrazol-1-yl)-1,2,4,5tetrazines react with indole and 1,3,3-trimethyl-2-methyleneindoline to give pyridazines as [4+2]cycloaddition products. 1,3,3-Trimethyl-2-methyleneindoline has been shown to act as C-nucleophile in the substitution of pyrazolyl group as

Unusual Expansion of the 1,2,4,5‐Tetrazine Ring in [1,2,4]Triazolo[4,3‐b][1,2,4,5]tetrazines Leading to [1,2,4,6]Tetrazepine Systems

“…[15,20] Compounds 1d,f were synthesized following the reported procedures. 6-(3,5-Dimethylpyrazol-1-yl)-8,9-dihydro-7H-[1,2,4]triazolo[4,3-b]-[1,2,4,6]tetrazepine-8-spiro-5Ј-pyrimidine-2Ј,4Ј,6Ј(1ЈH,3ЈH,5ЈH) …”

“…It has been reported that the 3,5-dimethylpyrazolyl substituents in [1,2,4]triazolo [4,3-b] [1,2,4,5]tetrazines can easily be displaced with aliphatic amines or alcohols. [15] However, the reaction of 1,2,4-triazolo [4,3-b] [1,2,4,5]tetrazines with C nucleophiles has never been studied.…”