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Unusual fragmentation of fulvene endoperoxides with phenyliodosyl bis(trifluoroacetate) (PIFA)
Author(s) -
Özer Galip,
Saraçoǧlu Nurullah,
Balci Metin
Publication year - 2003
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570400319
Subject(s) - fulvene , chemistry , pyridazine , fragmentation (computing) , tetrazine , azulene , ring (chemistry) , organic chemistry , medicinal chemistry , photochemistry , computer science , operating system
Abstract Reaction of unsaturated fulvene endoperoxides with dimethyl 1,2,4,5‐tetrazine‐3,6‐dicarboxylate gave saturated fulvene endoperoxides containing the 1,2‐dihydropyridazine ring. Treatment of dihydropyridazine endoperoxides with water followed by phenyliodosyl bis(trifluoroacetate) oxidation provided acrylic acid derivatives and dimethyl pyridazine‐3,6‐dicarboxylate.