Issue 16, 1993

Facile dimerisation of 3-benzylideneindoline-2-thiones

Abstract

3-Benzylideneindoline-2-thione, formed by the condensation of indoline-2-thione with benzaldehyde, undergoes an unexpectedly facile [4 + 2] cycloaddition in solution to yield an unsymmetrical dimer 7. The structure of this dimer, elucidated by NMR spectroscopy and confirmed by X-ray crystallography, is described, and the mechanism and stereospecificity of this reaction is discussed.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1993, 1835-1837

Facile dimerisation of 3-benzylideneindoline-2-thiones

A. M. Thompson, M. Boyd and W. A. Denny, J. Chem. Soc., Perkin Trans. 1, 1993, 1835 DOI: 10.1039/P19930001835

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