183863-71-0Relevant academic research and scientific papers
Thermal and acid-catalysed sigmatropic rearrangements of allylamino-methoxy-1,2-benzoquinones
Viallon, Loik,Reinaud, Olivia,Capdevielle, Patrice,Maumy, Michel
, p. 13605 - 13614 (2007/10/03)
Thermal and acid-catalysed sigmatropic rearrangements of 4-(N-methyl-N-allylamino)-5-methoxy-1,2-benzoquinones 3 and of 4-(2-vinyl-aziridino or azetidino)-5-methoxy-1,2-benzoquinones 7 were studied and compared. The mechanisms of these reactions are discussed.
Synthesis of 5-alkoxy-4-alkylamino-1,2-benzoquinones
Viallon,Reinaud,Capdevielle,Maumy
, p. 1534 - 1538 (2007/10/02)
A simple and efficient method is described for a general synthesis of 4-dialkylamino-5-methoxy-1,2-benzoquinones 3 which involves, in polar solvents, a regioselective (>95%) nucleophilic monosubstitution by a wide range of secondary aliphatic amines on an easily prepared 1,2-quinone 1. Regioselectivity is not observed in the reaction of primary amines with 1, but a further reaction with an alcohol in basic medium allows valorization of the undesirable product.
