Issue 4, 1993
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

Acidity of benzoylcarbamates in dimethyl sulfoxide. Confirmation of mixed N/O alkylation in the Mitsunobu reaction

Ilmar Koppel,   Juta Koppel,   Ivar Koppel,   Ivo Leito,   Viljar Pihl,   Annelie Wallin,   Leif Grehn  and  Ulf Ragnarsson  

Abstract

Seventeen benzoyl-, 4-methoxybenzoyl- and 4-nitrobenzoyl-carbamates have been synthesized via their corresponding isocyanates and their acidities determined in dimethyl sulfoxide solution. Their pKa values span an interval of nearly 5 pK units (10.4–15.2). Selected derivatives have been investigated as amine synthons in the Mitsunobu reaction. In all cases mixtures of N- and O- alkylated products are obtained.

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Article information

DOI
https://doi.org/10.1039/P29930000655
Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1993, 655-658

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Acidity of benzoylcarbamates in dimethyl sulfoxide. Confirmation of mixed N/O alkylation in the Mitsunobu reaction

I. Koppel, J. Koppel, I. Koppel, I. Leito, V. Pihl, A. Wallin, L. Grehn and U. Ragnarsson, J. Chem. Soc., Perkin Trans. 2, 1993, 655 DOI: 10.1039/P29930000655

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