SYNTHETIC REACTIONS OF ISOXAZOLINE 2-OXIDES .12. FORMATION OF BENZOFURO[2,3-C]TETRAHYDROPYRAN-3,4-DIONE 4-OXIMES FROM 4-SUBSTITUTED 5-HYDROXYMETHYL-3-METHOXYCARBONYL-2-ISOXAZOLINE 2-OXIDES

Authors
HARADA K SHIMOZONO Y KAJI E ZEN S
Citation
K. Harada et al., SYNTHETIC REACTIONS OF ISOXAZOLINE 2-OXIDES .12. FORMATION OF BENZOFURO[2,3-C]TETRAHYDROPYRAN-3,4-DIONE 4-OXIMES FROM 4-SUBSTITUTED 5-HYDROXYMETHYL-3-METHOXYCARBONYL-2-ISOXAZOLINE 2-OXIDES, Chemical and Pharmaceutical Bulletin, 41(10), 1993, pp. 1848-1849
Citations number
18
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
41
Issue
10
Year of publication
1993
Pages
1848 - 1849
Database
ISI
SICI code
0009-2363(1993)41:10<1848:SROI2.>2.0.ZU;2-P
Abstract
4-Substituted 5-hydroxymethyl-3-methoxycarbonyl-2-isoxazoline 2-oxides (1) reacted with an excess of titanium tetrachloride in dichlorometha ne to yield a new type of functionalized heterocycle, benzofuro[2,3-c] tetrahydropyran-3,4-dione 4-oximes (2). The structure of the 7-chloro derivative (2a) was determined by single crystal X-ray analysis and a mechanism is proposed for the formation of 2 from 1.