Chemical and Pharmaceutical Bulletin p. 1713 - 1718 (1991)
Update date:2022-08-05
Topics:
Oishi
Taido
Miyashita
Sato
Ohta
Ishida
Tanji
Higashino
Reaction of the 7-(methylsulfonyl)-1H-imidazo[4,5-d]pyridazine with 1-(N,N-diethylamino)-1-propyne (2) resulted in the formation of the benzimidazole and the 3H-imidazo[4,5-d][1,2]diazocine through the [4+2]- and [2+2]-cycloadducts. Similarly, reaction of the 7-(methylsulfonyl)- and the 7-cyano-1H-pyrazolo[3,4-d]pyridazines with 2 gave the corresponding indazoles and the 1H-pyrazolo[3,4-d][1,2]diazocines. A similar reaction was also found to proceed between 7-(methylsulfonyl)-1H-1,2,3-triazolo[4,5-d]pyridazine and 2, affording the corresponding benzotriazole and the 3H-1,2,3-triazolo[4,5-d][1,2]diazocine.
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Doi:10.1016/0008-6215(92)84177-T
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