Author:
Browne EJ,Engelhardt LM,White AH
Abstract
Derivatives (6a-c) of the
1,4,5-benzodioxazocine ring system have been prepared in low-to-moderate yields
by hydrazinolysis of
{2-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)oxyethyloxy]aryl}phenylmethanones(5a-c),
and cyclization of the products at pH c. 4. Only in the case of (6b) was a
trace of a cyclic dimer (7b) detected, in contrast to the analogous
preparations of the 2H-1,5,6-benzodioxazonine
derivatives (1a-c) where 18-membered cyclic dimers (8a-c) formed as
by-products. The crystal and molecular structure of
6-phenyl-2,3-dihydro-1,4-5-benzodioxazocine (6a) has been determined by
single-crystal X-ray methods.
Cited by
6 articles.
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