SYNTHESIS OF THE FIRST [1,3]BENZOXAZINO[3,2-B][1,2]BENZOXAZINE AND ITS TANDEM RETRO-DIELS-ALDER DIELS-ALDER REARRANGEMENT TO A NOVEL [1,3]BENZOXAZINO[2,3-B][1,3]BENZOXAZINE

Authors
GOLDSCHMIDT Z LEVINGER S GOTTLIEB HE
Citation
Z. Goldschmidt et al., SYNTHESIS OF THE FIRST [1,3]BENZOXAZINO[3,2-B][1,2]BENZOXAZINE AND ITS TANDEM RETRO-DIELS-ALDER DIELS-ALDER REARRANGEMENT TO A NOVEL [1,3]BENZOXAZINO[2,3-B][1,3]BENZOXAZINE, Tetrahedron letters, 35(39), 1994, pp. 7273-7276
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
39
Year of publication
1994
Pages
7273 - 7276
Database
ISI
SICI code
0040-4039(1994)35:39<7273:SOTF[A>2.0.ZU;2-I
Abstract
Thermolysis of 3-methyl-4H-1,2-benzoxazine gave the tetracyclic ,12aH, 13H-[1,3]benzoxazino[3,2-b][1,2]benzoxazine, which further rearranged to the isomeric H,11H,13H-[1,3]benzoxazino[2,3-b][1,3]benzoxazine. The rmolysis of the benzoxazinobenzoxazines gave 2-methyl-4H-1,3-benzoxazi ne, and o-quinone methide which was trapped by ethyl vinyl ether to gi ve 2-ethoxy-dihydrobenzopyran.