Remarkable effect of CF3CH2OH for the halogen induced oxidative rearrangement reaction of aminals leading to 3,4-dihydroquinazolines

Kenichi Murai; Masato Shimura; Ryu Nagao; Daisuke Endo; Hiromichi Fujioka

doi:10.1039/C3OB40132D

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Remarkable effect of CF₃CH₂OH for the halogen induced oxidative rearrangement reaction of aminals leading to 3,4-dihydroquinazolines†

Kenichi Murai,^a Masato Shimura,^a Ryu Nagao,^a Daisuke Endo^a and Hiromichi Fujioka*^a

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* Corresponding authors

^a Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka, Japan
E-mail: fujioka@phs.osaka-u.ac.jp
Fax: +81 6 6879 8229
Tel: +81 6 6879 8226

Abstract

CF₃CH₂OH was found to be a useful solvent for the oxidative rearrangement reactions of aminals promoted by N-chlorosuccinimide, which proceed via the intermediacy of in situ formed chloro-aminals and that produce 3,4-dihydroquinazolines.

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Article information

DOI: https://doi.org/10.1039/C3OB40132D
Article type: Paper
Submitted: 22 Jan 2013
Accepted: 08 Feb 2013
First published: 04 Mar 2013

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Org. Biomol. Chem., 2013,11, 2648-2651

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Remarkable effect of CF₃CH₂OH for the halogen induced oxidative rearrangement reaction of aminals leading to 3,4-dihydroquinazolines

K. Murai, M. Shimura, R. Nagao, D. Endo and H. Fujioka, Org. Biomol. Chem., 2013, 11, 2648 DOI: 10.1039/C3OB40132D

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Organic & Biomolecular Chemistry