32136-52-0Relevant articles and documents
A facile Diels-Alder reaction with benzene: Synthesis of the bicyclo[2.2.2]octene skeleton promoted by rhenium [10]
Chordia,Smith,Meiere,Sabat,Dean Harman
, p. 10756 - 10757 (2001)
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Diels-Alder reaction of methoxythiophenes: A new one-pot synthesis of dimethyl phthalates
Corral,Lissavetzky,Manzanares
, p. 29 - 31 (2007/10/03)
A series of dimethyl phthalates have been prepared from methoxythiophenes and dimethyl acetylenedicarboxylate (DMAD) in xylene. When the reaction is carried out in acetic acid, thienylfumarates are obtained.
Syntheses of Highly Substituted Benzenes via Diels-Alder Reactions with 2H-Pyran-2-ones
Ziegler, Thomas,Layh, Marcus,Effenberger, Franz
, p. 1347 - 1356 (2007/10/02)
The 2H-pyran-2-ones (α-pyrones) 1 react as dienes in Diels-Alder reactions with acetylene derivatives.The primarely formed cycloadducts immediately aromatize to benzenes by CO2 elimination.Thus, methyl acetylenedicarboxylate (2a) gives dimethyl phthalates 3, and methyl acetylenediphosphonate (2b) gives dimethyl 1,2-phenylenediphosphonates 8.The reactions of 1-(dimethylamino)-1-methoxyethene (9) with 1 regioselectively produce N,N-dimethylanilines 10 and isomeric homophthalate derivatives 12.Naphthoquinones 14 could be generated from 1,4-benzoquinone (13) and 1 in the presence of acetic anhydride and Pd/C.Hydroxy-2H-pyran-2-ones 4 react via their trimethylsilyl ether 6 analogously with 2a to give dimethyl (trimethylsiloxy)phthalates 7 which are easily converted to phenols 5 by acid-catalyzed hydrolysis.