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Communication | Regular issue | Vol 36, No. 2, 1993, pp.253-257
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6234
An One-Pot Synthesis of 5,11-Ethenoisoxazolo[5’’’,4’’’:3’,4’]furo[2’’,3’’:7’,8’]naphtho[2’,3’:4,5]furo[3,4-d]isoxazoles from 2-Isoxazoline-2-oxides

Kazuho Harada,* Kuniaki Sasaki, Eisuke Kaji, and Shonosuke Zen

*School of Pharmaceutical Sciences, Kitasato University, Shirokane, Minato-ku, Tokyo 108-8641, Japan

Abstract

4-Aryl-3,5-bis(methoxycarbonyl)-2-isoxazoline-2-oxides were allowed to react with titanium tetrachloride by one-pot synthesis to afford novel fused heterocycles, 5,11-ethenoisoxazolo[5’’’,4’’’:3’,4’]furo[2’’,3’’:7’,8’]naphtho[2’,3’:4,5]furo[3,4-d]isoxazoles, which were also formed by stepwise synthesis via Diels-Alder dimerization of 3a,4-dihydro-5a,H-benzofuro[3,3a-d]isoxazoles attainable from the above isoxazoline-2-oxides. The structure determination of the dimer by single crystal X-ray analysis is reported.