Abstract
The product distribution obtained from dehydrochlorination of the benzobicycloheptene 1 is dependent on the reaction conditions. In tetrahydrofuran at high base concentration cyclopropa[b]naphthalene ( 2) predominates, whereas at low base concentration 6 - chlorobenzo[a]cyclohepta - 1,3,5 - triene ( 4) is the major product. In dimethyl sulphoxide 2 and 4 are formed in low yields, the ether 10 being the major product.
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