Transformations of some 1-benzothiepin derivatives (1) into a 1-benzothiophen derivative (2a) through ring contraction are reported. Similar ring contraction of trans-1,2-dibromo-1,2,3,4-tetrahydronaphtho[2,1-b]thiepin (8) affords the thiophen derivative (9a). Treatment of the bromo-compounds (2a) and (9a) with base in the presence of catalysts provides in excellent yields the dienes (2d) and (9b) respectively.
A. Chatterjee, B. Sen and S. K. Chatterjee, J. Chem. Soc., Perkin Trans. 1, 1981, 1707 DOI: 10.1039/P19810001707
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