Reaction of N-Arylphthalisoimidium Perchlorates with Amines and Aromatic Hydrocarbons under Friedel-Crafts Conditions, a New and Convenient One-Step Method for the Synthesis of 2,3-Diaryl-3-hydroxyphthalimidines
1990 ◽
Vol 45
(5)
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pp. 707-710
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Keyword(s):
One Step
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N-Arylphthalisoimidium perchlorates (1 a, b) react with primary amines via ring-opening to give N,N′-disubstituted phthalamides (3a—d). They react with aromatic hydrocarbons under Friedel-Crafts conditions to give 2,3-diaryl-3-hydroxyphthalimidines (a—i) while the reaction of 1 a with phenylmagnesium bromide involved just deprotonation to the isoimide (9) followed by rearrangement to N-phenylphthalimide (8).
1996 ◽
Vol 26
(6)
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pp. 1223-1231
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2009 ◽
Vol 130
(10)
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pp. 902-912
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2015 ◽
Vol 2
(2)
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pp. 179-183
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2019 ◽
Vol 375
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pp. 122000
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