The reactions of 4, 5-dehydrotropone with 4-phenyloxazols

T Nakazawa, M Ishihara, M Jinguji, R Miyatake…

Index: Nakazawa, Tomoo; Ishihara, Mariko; Jinguji, Mamoru; Miyatake, Ryuta; Sugihara, Yoshikazu; Murata, Ichiro Tetrahedron Letters, 1994 , vol. 35, # 45 p. 8421 - 8424

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Citation Number: 8

Abstract

Abstract 4, 5-Dehydrotropone reacted with 4-phenyl-, 5-methyl-4-phenyl-, and 2, 5-dimethyl- 4-phenyloxazol to give, involving facile loss of benzonitrile from the corresponding Diels- Alder adducts, furo-[3, 4-d] tropone and its 1-methyl and 1, 3-dimethyl derivative, respectively. Protonation of furo [3, 4-d]-tropones yielded delocalized 6-hydroxy-3- oxaazulenium ions.