Divergent base-induced reactivity of cycloalkenyl-1-diazenes

The different base-promoted regioselectivities of the ring closure processes in the reactions between cycloalkenyl-1-diazenes and β-ketoesters are investigated. Under the appropriate conditions it is possible to turn the synthesis towards cycloalkenyliden-pyrroles or functionalized 3-hydroxy-hydrocinnolines. The aromatization procedure of the heteroring counterpart of the 3-hydroxy-hydrocinnolines is also reported.

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