Rearrangement of 2,3-dioxo-1,4-oxazines to 4,5-dioxooxazoles in the reaction with dimethylsulfoxonium methylide

DOI: 10.1248/cpb.42.739

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 739 - 741 (1994)

Update date:2022-08-05

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Authors:

Toda Toda

Seki Seki

Amano Amano

Oyama Oyama

Sano Sano

Kiuchi Kiuchi

Tsuda Tsuda

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Article abstract of DOI:10.1248/cpb.42.739

Reaction of 2,3-dioxo-2,3-dihydro-4H-1,4-oxazines 2a-e with dimethylsulfoxonium methylide introduced an exomethylene group with concomitant ring contraction to give 4,5-dioxo-2,3,4,5-tetrahydrooxazoles 3a- e in moderate yields. Mechanism of this unusual r

Full text of DOI:10.1248/cpb.42.739

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