An Unusual Cyclization of Trifluoroacetohydroximoyl and -hydrazonoyl Bromides with Malononitrile

DOI: 10.1246/bcsj.60.4480

Source and publish data:

Bulletin of the Chemical Society of Japan p. 4480 - 4482 (1987)

Update date:2022-08-04

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Authors:

Tanaka, Kiyoshi

Suzuki, Takashi

Maeno, Seiji

Mitsuhashi, Keiryo

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Article abstract of DOI:10.1246/bcsj.60.4480

Trifluoroacetohydroximoyl bromide etherate (1) reacted with an excess of malononitrile in the presence of sodium methoxide, giving a fused isoxazolopyridine 3, participated by two molecules of malononitrile, along with the conventional isoxazole 2.Similar concomitant formation of 7 and the fused pyrazolopyridines 8 was also recognized from the hydrazonoyl bromides 6 and their product ratio was found to depend on the reaction conditions, particularly on the concentration of malononitrile used.

Full text of DOI:10.1246/bcsj.60.4480

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