Autoxidation of guaiazulene and 4, 6, 8-trimethylazulene in polar aprotic solvent: Structural proof for products.

…, S Takekuma, K Yokoi, H Yamamoto, T Nozoe

Index: Matsubara, Yoshiharu; Takekuma, Shin-ichi; Yokoi, Katsumi; Yamamoto, Hiroshi; Nozoe, Tetsuo Bulletin of the Chemical Society of Japan, 1987 , vol. 60, # 4 p. 1415 - 1428

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Citation Number: 42

Abstract

Autoxidation of guaiazulene and 4, 6, 8-trimethylazulene at 100–120° C in DMF (or HMPA) respectively yielded 25 and 17 separable products, including several known compounds. Most of these new compounds were derivatives of 1, 5-and 1, 7-azulenequinone, 1H-inden- 1-one, naphthoquinone, and benzenoid, or dimeric and trimeric forms; structures of these products were established on the basis of spectroscopic (NMR, UV, IR, and MS) and half- ...