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Autoxidation of 1-isopropylazulene at 115±5°C in DMF or HMPA yielded 9 separable products. Each was a substitution product of an extra formyl group and its oxidation gave either a dimeric or trimeric product containing an extranuclear carbon unit and azulenylbenzofulvenes. Their structures were established or presumed on the basis of spectroscopic (NMR, UV, IR, and MS) data.Possible reaction pathways are suggested for the formation of such a wide variety of interesting products.

Autoxidation of 1-Isopropylazulene in Aprotic Polar Solvents