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Chemistry of Heterocyclic Compounds

, Volume 47, Issue 12, pp 1598–1600 | Cite as

Catalytic synthesis and structure of 2-methyl-1,5-dihydro-4,1,3-benzoxadiazepine

  • L. Golomba
  • E. AbeleEmail author
  • S. Belyakov
Article

Seven-membered heterocyclic systems are widely used in organic synthesis and as biologically active substances [1]. The properties and reactions of these compounds have been presented in numerous reviews [2, 3, 4, 5, 6, 7]. Amongst these, two studies can be identified which relate to a seven-membered heterocycles with three heteroatoms in positions 1, 2, and 4 [6, 7]. Also to be noted are the synthesis of 3,5,7-trisubstituted 4,7-dihydro-1,2,4-oxadiazepines from enones in basic medium [8] and the synthesis of 9-chloro-6-phenyl-5,7-diaza-4-oxa-spiro[2,6]non-5-en-8-one by the cyclocondensation of methyl 2-chloro-2-[1-(phenyl-carboxyimidoyl-aminooxy)cyclopropyl]acetate in the presence of NaH in acetonitrile [9].

However, the synthesis of benzo derivatives of 3-substituted 1,2,4-oxadiazepines has not been studied previously. Hence the aim of our work was to develop a simple and convenient method for preparing a derivative of this class of compound, i.e....

Keywords

1,5-dihydro-4,1,3-benzoxadiazepine 2-iodobenzyl bromide palladium complex catalysis phase-transfer catalysis X-ray structural analysis 

Notes

The authors thank the European Social Fund (project No. 2009/0197/1DP1/1.1.1.2.0/APIA/VIAA/014) for financial support.

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Copyright information

© Springer Science+Business Media, Inc. 2012

Authors and Affiliations

  1. 1.Latvian Institute of Organic SynthesisRiga LV-1006Latvia

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