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Synthesis of phenylated phthalimides. The diels‐alder reaction of tetraphenylcyclopentadienone with maleimides
Author(s) -
Harris Frank W.,
Norris Steve O.
Publication year - 1972
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570090611
Subject(s) - phthalimides , chemistry , maleimide , nitrobenzene , dehydrogenation , diels–alder reaction , organic chemistry , imide , phthalimide , catalysis
Abstract A series of phenylated dihydrophthalimides has been synthesized by the Diels‐Alder reaction of tetraphenylcyclopentadienone with maleimide, N ‐phenylmaleimide, and N,N' ‐ o ‐, ‐ m ‐, and ‐ p ‐phenylenedimaleimide. Subsequent dehydrogenation of these compounds yielded the corresponding phenylated phthalimides. These phthalimides were also obtained in one step when the initial reactions were carried out in refluxing nitrobenzene.