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Report | Regular issue | Vol 22, No. 2, 1984, pp.355-364
Published online, 1st January, 1970
DOI: 10.3987/R-1984-02-0355
A Facile 2,6-Transannular Cyclisation of 2-Aryl-1,2,4,5-tetrahydro-1-benzazocine-3,6-diones from 1,2-Bis(trimethylsilyloxy)cyclobutene and Schiff Bases

Latchezar S. Trifonov and Alexander S. Orahovats*

*Centre of Ohyrochemistry, Institute of Organic Chemistry, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria


Tetrahydroquinolines 3 formed via addition of 1,2-bis(trimethylsilyloxy)cyclobutene to Schiff bases afford on oxidative cleavage 2-aryl-1,2,4,5-tetrahydro-1-benzazocine-3,6-diones 5. The latter under mild conditions cyclise 2,6-transannularly to indolin-3-ones 4.