91813-77-3Relevant academic research and scientific papers
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
Matsubara, Yoshiharu,Matsui, Shuichi,Takekuma, Shin-ichi,Quo, Yan Pin,Yamamoto, Hiroshi,Nozoe, Tetsuo
, p. 2040 - 2044 (1989)
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.
Autoxidation of Guaiazulene and 4,6,8-Trimethylazulene in Polar Aprotic Solvent: Structural Proof for Products
Matsubara, Yoshiharu,Takekuma, Shin-ichi,Yokoi, Katsumi,Yamamoto, Hiroshi,Nozoe, Tetsuo
, p. 1415 - 1428 (2007/10/02)
Autoxidation of guaiazulene and 4,5,8-trimethylazulene at 100 - 120 deg 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-azulenequionone, 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-wave potential (E1/2) data. 1H NMR (200-MHz) parameters of various azulene derivatives are given for comparative study.Possible reaction pathways are suggested for the formation of such a wide variety of interesting products.
6-(3-Guaiazulenyl)-5-isopropyl-3,8-dimethyl-1(6H)-azulenone and Its Norcaradiene-Isomer. Key Intermediates for Novel Intermolecular One-Carbon Transfer in Autoxidation of Guaiazulene
Matsubara, Yoshiharu,Takekuma, Shin-ichi,Yamamoto, Hiroshi,Nozoe, Tetsuo
, p. 455 - 458 (2007/10/02)
Autoxidation of guaiazulene either at 85 deg C in N,N-dimethylformamide-0.5 M sulfuric acid or at 25-35 deg C on the surface of a filter paper yielded, together with other products, the two title compounds which were shown to be in equilibrium and to constitute important intermediates for the intermolecular one-carbon transfer reactions frequently observed during autoxidation of many azulenic hydrocarbons.
OXIDATION OF AZULENE DERIVATIVES. AUTOXIDATION OF GUAIAZULENE IN A POLAR APROTIC SOLVENT
Nozoe, Tetsuo,Takekuma, Shin-ichi,Doi, Masashi,Matsubara, Yoshiharu,Yamamoto, Hiroshi
, p. 627 - 630 (2007/10/02)
Autoxidation of guaiazulene at 100 deg C in N,N-dimethylformamide afforded twenty-three separable products including seven known compounds.Most of these new compounds possess highly interesting structures of azulenoquinone, inden-1-one, benzocyclobutadien
