Naphthalene 7-piperidino

The activation of all the positions in quinoline in relation to each other and to those in naphthalene can be judged from the kinetic study of piperidino-debromination (Tables IX and X) summarized in the following tabulation (res. = resonance activation, ind. = inductive activation). 

While the thermolysis of the 5-piperidino- and the 5-pyrrolidinobenzo[b] thiepin 66 in benzene results in desulfurization to naphthalenes 67, the corresponding 5-hydroxy compound rearranges to the l-hydroxy-4-mercaptonaphthalene 68 without loss of sulfur (72CC1232 74T2431) (Scheme 15). 

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