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Solid-phase synthesis of benzazoles,quinazolines, and quinazolinones using an alkoxyamine linker
Authors:Kota Yamaguchi  Takeshi Noda  Yusuke Higuchi  Naoyuki Aoki  Rika Yamaguchi  Miwa Kubo  Kenichi Harada  Yoshiyasu Fukuyama  Hideaki Hioki
Affiliation:1. Faculty of Education, Gunma University, Maebashi, Gunma 371-8510, Japan;2. Department of Applied Bioscience, Kanagawa Institute of Technology, Atsugi, Kanagawa 243-0292, Japan;3. Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan
Abstract: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.
Keywords:Solid-phase synthesis   Alkoxyamine Linker   Benzimidazole   Quinazoline   Quinazolinone
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