caa a22 4500 469038470 CHVBK 20180323132802.0 cr unu---uuuuu 170328e19921001xx s 000 0 ger 10.1007/BF00811545 doi (NATIONALLICENCE)springer-10.1007/BF00811545 Zur Umsetzung von 8a-Methoxy-3,4-dihydro-2 H -1,4-benzoxazin-6(8a H )-onen mit Diazoalkanen, 2. Mitt [Elektronische Daten] [Manfred Schubert-Zsilavecz, Ferdinand Belaj, Robert Ott] Reaction of 8a-methoxy-3,4-dihydro-2 H -1,4-benzoxazin-6(8a H )-ones with diazoalkanes, II Summary: 8a-Methoxy-3,4-dihydro-2H-1,4-benzoxazin-6(8aH)-ones2 undergo regio- and stereospecific 1,3-dipolar cycloaddition reactions with diazomethane or diazoethane to yield 3,4,6a,9,9a,9b-hexahydro-pyrazolo[3,4-h][1,4]benzoxazin-6(2H)-ones3, which slowly isomerize in solution to give the 3,4,8,9,9a,9b-hexahydro-pyrazolo[3,4-h][1,4]benzoxazin-6(2H)-ones5. The carbon of the diazoalkane dipole is attached to carbon C-8 of the benzoxazinone. The structures of the obtained products were determined by1H- and13C-NMR spectroscopy. An X-ray crystal structure analysis of3 a was carried out at room temperature:C11H15N3O3,M r =237.26, orthorhombic, Pc21n,a=9.173 (5),b=9.133 (4),c=13.281 (6),V=1112.6 (9) Å3,Z=4,d x =1.416 g/cm−3, μ=0.93 cm−1,R=4.33%,R w =3.95% (919 observations, 168 parameters). Springer-Verlag, 1992 1,3-Dipolar cycloaddition of 3,4-dihydro-2 H -benzoxazin-6(8a H )-ones with diazoalkanes nationallicence Hexahydro-pyrazolobenzoxazin-6(2 H )-ones nationallicence NMR-investigation nationallicence X-ray analysis nationallicence Schubert-Zsilavecz Manfred Institut für Pharmazeutische Chemie, Karl-Franzens-Universität, A-8010, Graz, Österreich aut Belaj Ferdinand Institut für Anorganische Chemie, Karl-Franzens-Universität, A-8010, Graz, Österreich aut Ott Robert Institut für Pharmazeutische Chemie, Karl-Franzens-Universität, A-8010, Graz, Österreich aut Monatshefte für Chemie / Chemical Monthly Springer-Verlag 123/10(1992-10-01), 899-910 0026-9247 123:10<899 1992 123 706 https://doi.org/10.1007/BF00811545 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00811545 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Schubert-Zsilavecz Manfred Institut für Pharmazeutische Chemie, Karl-Franzens-Universität, A-8010, Graz, Österreich aut NATIONALLICENCE 700 1- Belaj Ferdinand Institut für Anorganische Chemie, Karl-Franzens-Universität, A-8010, Graz, Österreich aut NATIONALLICENCE 700 1- Ott Robert Institut für Pharmazeutische Chemie, Karl-Franzens-Universität, A-8010, Graz, Österreich aut NATIONALLICENCE 773 0- Monatshefte für Chemie / Chemical Monthly Springer-Verlag 123/10(1992-10-01), 899-910 0026-9247 123:10<899 1992 123 706 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer