[3+2] cycloaddition of 1-(4-Methoxybenzyl)indoles and azaindoles with nitrile oxides

被引：3

作者：

Kimura, Reina ^{[1
]}

Sato, Yoshihiro ^{[2
]}

Morisaki, Kazuhiro ^{[2
]}

Nishi, Takahide ^{[1
,3
]}

机构：

[1] Hlth Sci Univ Hokkaido, Fac Pharmaceut Sci, Ishikari, Hokkaido, Japan

[2] Hokkaido Univ, Fac Pharmaceut Sci, Ishikari, Hokkaido, Japan

[3] 757 Kanazawa, Ishikari, Hokkaido 0610293, Japan

来源：

TETRAHEDRON | 2022年 / 113卷

关键词：

3+2] cycloaddition; 1-(4-methoxybenzyl)indoles; 1-(4-methoxybenzyl)azaindoles; nitrile oxides; 1,3-DIPOLAR CYCLOADDITION; 7-AZAINDOLE; INDOLES; AMINOPYRIDINES; OPTIMIZATION; INHIBITORS; SCAFFOLD; DESIGN;

D O I：

10.1016/j.tet.2022.132760

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We studied [3 + 2] cycloaddition reactions of indoles and azaindoles with various nitrile oxides. NProtection of indoles and azaindoles with the 4-methoxybenzyl group was found to be effective for [3 + 2] cycloaddition with nitrile oxides. Due to the propensity of the nitrile oxides to dimerize, it was necessary to optimize reaction conditions in the case of unstable nitrile oxides. This method was used to synthesize various key intermediates of biologically active 3-substituted azaindole derivatives. (c) 2022 Elsevier Ltd. All rights reserved.

引用

页数：12

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