An Efficient Preparation and Reactions of -3,3'(5H,6'H)-dione and 5-Isopropylidene-3,8-dimethyl-1(5H)-azulenone: Key Intermediates for the Autoxidation Products of Guaiazulene

Article abstract of DOI:10.1246/bcsj.62.2040

Oxidation of guaiazulene (1) with peracetic acid in hexane at 25 deg C afforded as high as an 80percent yield of the title biguaiazulenedione (12), which upon heating at 60 deg C under nitrogen gave the title 1-azulenone (13) quantitatively.Oxidation of 12 and 13 was studied under various conditions, and these compounds were shown to be highly important key intermediates for a large number of the complex products obtained by autoxidation of 1.