Hideaki Hioki

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Organization: Gunma University
Department: Faculty of Education
Title:
Co-reporter:Kota Yamaguchi;Takeshi Noda;Toshiki Tomizawa;Eriko Kanai
European Journal of Organic Chemistry 2015 Volume 2015( Issue 22) pp:4990-4995
Publication Date(Web):
DOI:10.1002/ejoc.201500426

Abstract

A quinoline library was prepared by combinatorial synthesis using an alkoxyamine linker. Substrates were loaded onto a solid support containing an oxime linkage. After selected reactions on the solid support, the products were cleaved by a Friedländer-type reaction with ketones under acidic conditions to afford the corresponding quinolines. The recyclability of the solid support was also investigated.

Co-reporter:Kota Yamaguchi, Takeshi Noda, Yusuke Higuchi, Naoyuki Aoki, Rika Yamaguchi, Miwa Kubo, Kenichi Harada, Yoshiyasu Fukuyama, Hideaki Hioki
Tetrahedron Letters 2014 Volume 55(Issue 42) pp:5793-5797
Publication Date(Web):15 October 2014
DOI:10.1016/j.tetlet.2014.08.095
An alkoxyamine linker was applied for the solid-phase synthesis of benzazoles, quinazolines, and quinazolinones. Aromatic aldehydes were anchored by aldoxime linkage. After some reactions on a solid support, the products were cleaved with paraformaldehyde under the acidic conditions to afford the corresponding aldehydes, which were subsequently subjected to oxidative coupling with 2-substituted anilines under air atmosphere to give the desired compounds.
Co-reporter:Hideaki Hioki, Kimihito Matsushita, Takeshi Noda, Kota Yamaguchi, Miwa Kubo, Kenichi Harada, Yoshiyasu Fukuyama
Tetrahedron Letters 2012 Volume 53(Issue 33) pp:4337-4342
Publication Date(Web):15 August 2012
DOI:10.1016/j.tetlet.2012.06.008
An alkoxyamine linker was applied for the solid-phase synthesis of benzothiazoles. The substrate was anchored by aldoxime linkage and products were cleaved from the solid-support by aldoxime–imine exchange coupled with air-oxidation under the weakly acidic conditions. The tether is highly robust under Mitsunobu reaction, nucleophilic substitution reaction, and Pd-catalyzed reaction conditions.
4(1H)-Quinazolinone, 2-[1,1'-biphenyl]-4-yl-
Benzaldehyde, 4-methoxy-, O-methyloxime, (Z)-
Benzaldehyde, 4-methoxy-, O-methyloxime, (E)-
Quinazoline, 2-(4-methoxyphenyl)-
Formaldehyde, O-methyloxime
Quinoline, 3,4-diphenyl-
Ethyl 2,4-diphenyl-3-quinolinecarboxylate
3-Quinolinecarboxylic acid, 2-methyl-4-phenyl-, ethyl ester
2-([1,1'-Biphenyl]-4-yl)benzo[d]oxazole
Ethanone, 1-(2-methyl-4-phenyl-3-quinolinyl)-