Iterative two-step strategy for C2-C4′ linked poly-oxazole synthesis using Suzuki-Miyaura cross-coupling reaction

被引:20
作者
Araki, Hiroshi
Katoh, Tadashi
Inoue, Munenori [1 ]
机构
[1] Tokyo Inst Technol, Dept Elect Chem, Yokohama, Kanagawa 2268502, Japan
[2] Tohoku Pharmaceut Univ, Aoba Ku, Sendai, Miyagi 9818558, Japan
[3] Sagami Chem Res Ctr, Kanagawa 2521193, Japan
关键词
poly-oxazole; Suzuki-Miyaura cross-coupling reaction; iterative synthesis; oxazolylboronate; telomestatin;
D O I
10.1016/j.tetlet.2007.03.109
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An iterative method for the synthesis of C2-C4' linked poly-oxazoles has been developed. This efficient two-step repetitive process includes TBS-iodine exchange reaction and Suzuki-Miyaura cross-coupling reaction with oxazolylboronate 8, which allows appending a bis-oxazole moiety per each iteration. The synthesis of bis-, tris-, tetrakis-, pentakis-, and hexakis-oxazoles (10, 14, 22, 18, and 24) was achieved starting from the common intermediate 7 in 1-5 steps. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3713 / 3717
页数:5
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