RING ENLARGEMENT OF 1-CYCLOPROPYL AND (TRANS-2'-PHENYLCYCLOPROPYL)TETRAHYDROISOQUINOLINE N-OXIDE DERIVATIVES

Authors
BAILEY TS BREMNER JB HOCKLESS DC SKELTON BW WHITE AH
Citation
Ts. Bailey et al., RING ENLARGEMENT OF 1-CYCLOPROPYL AND (TRANS-2'-PHENYLCYCLOPROPYL)TETRAHYDROISOQUINOLINE N-OXIDE DERIVATIVES, Tetrahedron letters, 35(15), 1994, pp. 2409-2412
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
15
Year of publication
1994
Pages
2409 - 2412
Database
ISI
SICI code
0040-4039(1994)35:15<2409:REO1A(>2.0.ZU;2-D
Abstract
Thermolysis of the 1-(2'-phenylcyclopropyl)tetrahydroisoquinoline N-ox ide derivative 3b in butyronitrile/mesitylene gave the 1,3,4,5-tetrahy dro-2,3-benzoxazepine derivative 4b and the 1-dimethoxy-3-methyl-5-phe nyl-1H-4,3-benzoxazecine 5b, the first representative of the 4,3-benzo xazecine system, in low yield. The structure of 5b was confirmed by X- ray crystallography. Thermolysis of the 1-cyclopropyltetrahydroisoquin oline N-oxide derivative 3a gave only the 23-benzoxazepine derivative 4a.