727421-76-3Relevant academic research and scientific papers
Iodine-catalyzed disproportionation of aryl-substituted ethers under solvent-free reaction conditions
Jereb, Marjan,Vrazic, Dejan
, p. 1978 - 1999 (2013/05/22)
Iodine was demonstrated to be an efficient catalyst for disproportionation of aryl-substituted ethers under solvent-free reaction conditions. Variously substituted 1,1,1′,1′-tetraaryldimethyl ethers were transformed into the corresponding diarylketone and diarylmethane derivatives. I 2-catalyzed transformation of 4-methoxyphenyl substituted ethers yielded mono- and dialkylated Friedel-Crafts products as well. Treatment of trityl alkyl and trityl benzyl ethers with a catalytic amount of iodine produced triphenylmethane and the corresponding aldehydes and ketones. The electron-donating substituents facilitated the reaction, while the electron-withdrawing groups retarded it; the difference in reactivity is not very high. Such an observation may be in favour of hydride transfer, predominantly from the less electron rich side of the ether with more stable carbocation formation. With the isotopic studies it was established that a substantial portion of the C-H bond scission took place in the rate-determining step, while the carbonyl oxygen atom originated from the starting ether, and not from the air. The transformation took place under air and under argon, and HI was not a functioning catalyst.
Application of plant allylpolyalkoxybenzenes in synthesis of antimitotic phenstatin analogues
Titov, Ilia Y.,Sagamanova, Irina K.,Gritsenko, Roman T.,Karmanova, Irina B.,Atamanenko, Olga P.,Semenova, Marina N.,Semenov, Victor V.
, p. 1578 - 1581 (2011/05/04)
Phenstatin and its derivatives with the modified ring A have been synthesized, using plant allylpolyalkoxybenzenes as a starting material. The targeted molecules were evaluated in a phenotypic sea urchin embryo assay for antiproliferative activity. It was found that phenstatin ring A modifications yielded antimitotic compounds. The most effective myristicin derivative 7d (combretastatin A-2 analogue) was determined to be ca. 10 times more potent than phenstatin, displaying antimitotic tubulin-destabilizing activity at the same concentration range as combretastatins. In contrast to combretastatins, 7d featured the steric stability with potential for further design as anticancer agent.
Diphenylethylene compounds and uses thereof
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, (2008/06/13)
The present invention relates to Diphenylethylene Compounds and compositions comprising a Diphenylethylene Compound. The present invention also relates to methods for preventing or treating various diseases and disorders by administering to a subject in need thereof one or more Diphenylethylene Compounds. In particular, the invention relates to methods for preventing or treating cancer or an inflammatory disorder by administering to a subject in need thereof one or more Diphenylethylene Compounds. The present invention further relates to articles of manufacture and kits comprising one or more Diphenylethylene Compounds.
Synthesis in the field of podophyllotoxin and related analogues: Part XII - Synthesis of benzodioxan analogue of didemethoxy-β-apopicropodophyllin
Shashikanth,Hegde, Ganesh L.
, p. 1713 - 1720 (2007/10/03)
The benzodioxan analogue of didemethoxy-β-apopicropodophyllin 15 has been synthesized starting from 6. On Stobbe condensation of 2,3-dihydro-benzo[1, 4]dioxin-6-yl-(4-methoxyphenyl)methanone 6 with diethyl succinate gives 7 which on reduction with sodium
