Intramolecular cyclisations of nitrile imines bearing a thioether function
- 1 January 1981
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 2245-2249
- https://doi.org/10.1039/p19810002245
Abstract
N-Aryl nitrile imines bearing a thioether function in the ortho-position were generated in situ on treating the corresponding hydrazonyl chlorides with triethylamine in boiling benzene. In all cases, the major products were 4,1,2-benzothiadiazines arising from intramolecular participation of the sulphur and subsequent evolution of transient cyclic ylides. Minor products due to an intramolecular 1,3-dipolar cycloaddition were sometimes obtained.Keywords
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