Journal of the Chemical Society. Chemical communications p. 527 - 529 (1988)
Update date:2022-08-02
Topics:
Chauncey, Marek A.
Grundon, Michael F.
Rutherford, Mary J.
Quinolinone quinone methide (1a), prepared from 1,3-dimethyl-4-hydroxyquinolin-2-one and 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ), gives a dimer (5) and reacts in situ with 2,2-dimethyl-2H-1-benzopyran, and with isopropenyl acetate, to give Diels-Alder cycloaddition products; coumarin quinone methides behave similarly with 2,2-dimethylbenzopyran, but with isopropenyl acetate and with 2,3-benzofuran give adducts that probably result from <2+2> cycloaddition reactions.
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