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Direct phthalimidomethylation of 2,6-dialkylphenols. Reactions of N-(4-hydroxybenzyl)phthalimides with electrophiles and nucleophiles

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Abstract

Reactions of 2,6-dialkylphenols with N-(N′,N′-diethylaminomethyl)phthalimide gave the corresponding 4-phthaloylmethylphenols, in which the phthaloyl group can be replaced by an alkylsulfanyl substituent via reactions with thiols. Phthaloylmethylphenols containing the tert-butyl groups that are ortho to the OH group can undergo acid-catalyzed de-tert-butylation.

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Correspondence to A. E. Prosenko.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 297–301, February, 2012.

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Bugaev, I.M., Dmitriev, A.I. & Prosenko, A.E. Direct phthalimidomethylation of 2,6-dialkylphenols. Reactions of N-(4-hydroxybenzyl)phthalimides with electrophiles and nucleophiles. Russ Chem Bull 61, 298–302 (2012). https://doi.org/10.1007/s11172-012-0041-6

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  • DOI: https://doi.org/10.1007/s11172-012-0041-6

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