54445-60-2Relevant academic research and scientific papers
ANODIC TRANSFORMATION OF CYCLOHEPTATRIENE TO TROPONE AND TROPOLONE
Shono, Tatsuya,Nozoe, Tetsuo,Maekawa, Hirofumi,Kashimura, Shigenori
, p. 555 - 558 (1988)
Cycloheptatriene (CHT) has been directly transformed to 7-methoxycycloheptatriene (7-MCHT), an equivalent compound to a tropolium salt, by the anodic oxidation of CHT in methanol.The further anodic oxidation of 3-MCHT prepared from 7-MCHT has been found to be an effective method of synthesis of tropone and tropolone.
Anodic oxidation of cycloheptatriene systems and its application to the synthesis of non-benzenoid aromatic compounds
Shono, Tatsuya,Nozoe, Tetsuo,Maekawa, Hirofumi,Yamaguchi, Yoshihide,Kanetaka, Shinya,Masuda, Haruhisa,Okada, Toshio,Kashimura, Shigenori
, p. 593 - 603 (2007/10/02)
Anodic oxidation of cycloheptatrienes has been found to be one of the most powerful key tools for the preparation of a variety of non-benzenoid aromatic compounds such as tropylium salts, tropones, tropolones, 2H-cyclohepta[b]furan-2-ones, and azulenes.
The Sensitized Photooxidation of Methoxycycloheptatrienes. The Synthesis of α-, β-, and γ-Tropolones
Yagihara, Morio,Kitahara, Yoshio,Asao, Toyonobu
, p. 236 - 238 (2007/10/02)
The sensitized photooxidation of 7-methoxycycloheptatriene (7-methoxytropilidene) afforded cycloadduct (2), tropone, benzaldehyde and their 2-methoxy derivatives.Thermal isomerization of 2 followed by the treatment with alumina yielded 4-methoxytropone.The photooxidation of 1-methoxytropilidene gave 4-hydroxytropone and o-methoxybenzaldehyde, and the photooxidation of 3-methoxytropilidene followed by the treatment with triethylamine afforded 3-methoxytropone, tropone, and o-methoxybenzaldehyde.Characterization of the products and the mechanisms of the reactions are discussed.
