Abstract
AbstractThe cyclic azo compounds 6 and 7 were synthesized. The chemical properties of 6 were investigated. Irradiation of the trans,trans form 6t,t leads to isomerization to the trans,cis form 6t,c and to the cis,cis form 6c,c. Compounds 6t,c and 6c,c can be isolated. However, thermally, 6t,c and 6c,c react slowly back to 6t,t. All attempts to convert 6 by light into the tetrazetidine 10 have been unsuccessful until now. In boiling toluene 6 undergoes an interesting rearrangement, namely a ring contraction, during which an azo group is cleaved with formation of an indole ring and a primary amino group.
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