167954-74-7Relevant articles and documents
DIELS-ALDER REACTIONS OF A HYDRAZONOCROTONATE WITH BROMONAPHTHOQUINONES
Chaker, Leila,Pautet, Felix,Fillion, Houda
, p. 1169 - 1180 (2007/10/02)
An efficient and regiospecific synthesis of 4,6- and 4,9-disubstituted 5,10-benzoquinolinequinone derivatives was performed through a hetero Diels-Alder reaction between methyl (E)-4-dimethylhydrazono-2-butenoate (1) and 2- or 3-bromo-5-substituted naphthoquinones (2) and (3).According to the experimental conditions used, the corresponding dihydro or aromatic compounds were isolated as the major products.The regiochemistry of the cycloadditions is governed by the position of the bromine atom at C-2 or C-3 of the quinone.