78134-83-5Relevant academic research and scientific papers
Regiospecific synthesis of arenofurans via cascade reactions of arenols with Morita-Baylis-Hillman acetates of nitroalkenes and total synthesis of isoparvifuran
Kumar, Tarun,Mobin, Shaikh M.,Namboothiri, Irishi N.N.
, p. 4964 - 4972 (2013/06/27)
A cascade process involving an SN2′ reaction and an intramolecular oxa-Michael addition has been developed by treating Morita-Baylis-Hillman acetates of nitroalkenes with arenols, such as β-naphthols, α-naphthols, and substituted phenols under basic conditions. The products, arenofurans, are formed as single regioisomers in good to excellent yield in most cases. The methodology has been successfully employed for the total synthesis of an anti fungal agent isoparvifuran.
PHOTOCHEMISTRY OF LATIFOLIN AND SOME RELATED COMPOUNDS
Walia, S.,Kulshrestha, S.K.,Mukerjee, S.K.
, p. 4817 - 4826 (2007/10/02)
Latifolin (1), the major constituent of D. latifolia gave trans 1-(2,4-dimethoxy-3-hydroxyphenyl)-2-(2-hydroxyphenyl) cyclopropane as the sole photo di-?-methane rearrangement product.In contrast, its simpler analogues, 3-(2,4,5-trimethoxyphenyl)-3-phenyl prop-1-ene (3) and 3-(2,4-dimethoxyphenyl)-3-phenyl prop-1-ene (4), gave 1:1 mixture of cis and trans cyclopropanes.Dye-sensitized photooxidation of latifolin (1) and dihydrolatifolin (16) gave novel xanthan derivatives (15) and (17) involving a crucial step of photooxidative demethylation followed by cyclisation.Similar reaction of the closely related propane 19 gave, interestingly the benzofuran 20.The propene 22, lacking free hydroxyl or double bond, gave only the quinone 23 indicating that quinones are intermediates in the above oxidations.The allyl alcohol 24, having similar feature, undergoes oxidation to the corresponding aldehyde 26 and the benzophenone 28 but not to a quinone.
