Facile synthesis of 1,3,6-oxadiazepines from 2,2 '-(1,2-ethanediyldiimino)bisphenols

Authors
Ochoa, ME Rojas-Lima, S Hopfl, H Rodriguez, P Castillo, D Farfan, N Santillan, R
Citation
Me. Ochoa et al., Facile synthesis of 1,3,6-oxadiazepines from 2,2 '-(1,2-ethanediyldiimino)bisphenols, TETRAHEDRON, 57(1), 2001, pp. 55-64
Citations number
43
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
1
Year of publication
2001
Pages
55 - 64
Database
ISI
SICI code
0040-4020(20010101)57:1<55:FSO1F2>2.0.ZU;2-P
Abstract
A useful sequence of reactions for the syntheses of a variety of heterocycl ic systems including an oxadiazepine ring is described. The key step involv es the condensation of substituted 2,2'-(1,2-ethanediyldiimino)bisphenols w ith ethanedial to provide stereoselectively the 6a,7a-trans-6,6a,7a,8,15,16 -hexahydro[1,4]benzoxazine[4',3':6,7][1,3,6]oxadiazepino[2,3-c][1,4]-benzox azine-6,8-diol framework, as established by X-ray diffraction analyses. (C) 2000 Elsevier Science Ltd. All rights reserved.