Structures of saturated azeto[1,2-a][3,1]- and azeto-[2,1-b][1,3]benzoxazines prepared by addition of chloroacetyl chlorides to cyclohexane-condensed dihydrooxazines | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

8713639

Reference Type

Journal Article

Title

Structures of saturated azeto[1,2-a][3,1]- and azeto-[2,1-b][1,3]benzoxazines prepared by addition of chloroacetyl chlorides to cyclohexane-condensed dihydrooxazines

Author(s)

Stájer, G; Szabó, AE; Fülöp, F; Bernáth, G; Sohár, P

Year

1993

Is Peer Reviewed?

Yes

Journal

Heterocycles
ISSN: 0385-5414

Volume

Issue

Page Numbers

995-1003

Language

English

DOI

10.3987/com-92-6256

Abstract

Saturated cis and trans 3,1- and 1,3-benzoxazines (1-4) reacted with chloroacetyl chlorides to yield azeto[1,2-a][3,1]- and [2,1-b][1,3]benzoxazines (5, 6, 8, 9a,b). In one case, the addition took place with partial cis→trans inversion of the starting compound. Adduct (7), containing two condensed 1,3-oxazine rings, was also isolated. The stereostructures of the new compounds were proved by 1H- and 13C-nmr spectroscopy, with NOE measurement data. The reaction mechanism is discussed. 1993.