98678-40-1Relevant academic research and scientific papers
Electrochemical generation and reaction of o-quinodimethanes from {[[2-(2,2-dibutyl-2-stannahexyl)phenyl]-methyl]thio} benzenes
Jinno, Madoka,Kitano, Yoshikazu,Tada, Masahiro,Chiba, Kazuhiro
, p. 435 - 437 (2008/02/12)
(equation presented) The anodic oxidation of {[[2-(2,2-dibutyl-2-stannahexyl)phenyl]methyl]thio}benzenes gave o-quinodimethanes which were trapped in situ by dienophiles to give the corresponding cycloadducts in excellent yields. The electron transfer and succeeding 1,4-elimination reaction was efficiently completed in a solution of lithium perchlorate/nitromethane in the presence of acetic acid. The reaction progress was quantitatively controlled by the passage of charge. By using this new method, an aryltetralin lignan skeleton was also synthesized.
Diels-Alder Additions to 1-Phenyl-2-benzopyran-3-one and Transformations of the Adducts: Model Experiments for Podophyllotoxin Synthesis
Jones, David W.
, p. 399 - 406 (2007/10/02)
1-Phenyl-2-benzopyran-3-one 2 adds to a series of unsymmetrically substituted dienophiles (methyl acrylate, ethyl crotonate, methyl ω-bromocrotonate, and crotonaldehyde) with regioselectivity largely determined by the phenyl group but with little endo-exo
Stereoselectivity in the Diels-Alder Reaction of Phenyl- and Oxy-Substituted o-Quinodimethanes
Durst, Tony,Kozma, Elisabeth C.,Charlton, James L.
, p. 4829 - 4833 (2007/10/02)
Phenyl-, methoxy-, and acetoxy-substituted o-quinodimethanes (o-QDM) have been added to dimethyl fumarate and maleate to determine the stereoselectivity of the addition reaction.The o-QDM's were generated from the corresponding 1,3-dihydrobenzothiophen
o-Quinodimethanes from 3,6-Dihydrobenzo-1,2-oxanthiin-2-oxides
Charlton, James L.,Durst, Tony
, p. 5287 - 5290 (2007/10/02)
A two step synthesis of 3,6-dihydrobenzo-1,2-oxanthiin-2-oxide 5a from o-tolualdehyde via the photochemically produced 1-hydroxy-1,3-dihydrobenzothiophene-2,2-dioxide is described.Analoguos syntheses of 3 and 6 substituted derivatives of the benzosu
