One-pot transformation of trichloroacetamide into readily deprotectable carbamates

Toshio Nishikawa; Daisuke Urabe; Miho Tomita; Takashi Tsujimoto; Tomoko Iwabuchi; Minoru Isobe

doi:10.1021/ol061123c

One-pot transformation of trichloroacetamide into readily deprotectable carbamates

Org Lett. 2006 Jul 20;8(15):3263-5. doi: 10.1021/ol061123c.

Authors

Toshio Nishikawa¹, Daisuke Urabe, Miho Tomita, Takashi Tsujimoto, Tomoko Iwabuchi, Minoru Isobe

Affiliation

¹ Laboratory of Organic Chemistry, School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464-8601, Japan. nisikawa@agr.nagoya-u.ac.jp

PMID: 16836381
DOI: 10.1021/ol061123c

Abstract

[Structure: see text] A trichloroacetamide group was converted to an isocyanate, which was in situ captured by a variety of alcohols in the presence of CuCl and n-BuN4Cl to afford the corresponding carbamates. The scope and limitation of this transformation are also described.