Thermolysis of 2-prop-2-ynyloxy-benzaldehyde and -1-naphthaldehyde azines as well as 2-allyloxy-1-naphthaldehyde azines in NN-diethylaniline causes intramolecular cycloaddition in a bis-[3 + 2] or ‘criss-cross’ fashion of the prop-2-ynyl or allyl group to the azine side-chain.
S. S. Mathur and H. Suschitzky, J. Chem. Soc., Perkin Trans. 1, 1975, 2479 DOI: 10.1039/P19750002479
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