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Selective Deprotection Method of N-Phenylcarbamoyl Group

Shoji Akai*, Rika Tanaka, Hidekazu Hoshi and Ken-ichi Sato*

*Department of Material and Life Chemistry, Faculty of Engineering, Kanagawa University, Rokkakubashi, Kanagawa-ku, Yokohama 221-8686, Japan, Email: akais001kanagawa-u.ac.jp, satouk01kanagawa-u.ac.jp

S. Akai, R. Tanaka, H. Hoshi, K.-i Sato, J. Org. Chem., 2013, 78, 8802-8808.

DOI: 10.1021/jo4007128 (free Supporting Information)



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Abstract

An improved method for the selective deprotection of N-arylcarbamoyl groups yields the corresponding alcohols without affecting other protecting groups. Deprotection was performed using di-tert-butyl dicarbonate and tetra-n-butylammonium nitrite (Boc2O and Bu4NNO2) in pyridine at room temperature.

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Key Words

Cleavage of Carbamates


ID: J42-Y2013