Copper-Catalyzed Intramolecular C-H Alkoxylation of Diaryltriazoles: Synthesis of Tricyclic Triazole Benzoxazines

被引：20

作者：

Ma, Xinyuan ^{[1
]}

Li, Haotian ^{[1
]}

Xin, Hong ^{[1
]}

Du, Weigen ^{[1
]}

Anderson, Edward A. ^{[2
]}

Dong, Xian ^{[3
]}

Jiang, Yubo ^{[1
,2
]}

机构：

[1] Kunming Univ Sci & Technol, Fac Sci, Kunming 650500, Yunnan, Peoples R China

[2] Chem Res Lab, Oxford OX1 3TA, England

[3] Yunnan Univ Chinese Med, Coll Pharmaceut Sci, Kunming 650500, Yunnan, Peoples R China

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 14期

基金：

英国工程与自然科学研究理事会; 中国国家自然科学基金;

关键词：

DIRECT ARYLATIONS; CLICK CHEMISTRY; ARENES; METAL; ACTIVATION; EFFICIENT; ALKYNES; BIOCONJUGATION; CYCLOADDITION; ALKENYLATION;

D O I：

10.1021/acs.orglett.0c01517

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient copper-catalyzed intramolecular C-H alkoxylation of 1,4-disubstituted 1,2,3-triazoles has been developed. The chemistry was applied to a wide range of substrates, generating tricyclic benzoxazine-fused 1,2,3-triazoles in good yields. Mechanistic studies suggest that a radical pathway may be involved in this transformation. The triazole products were found to exhibit strong antifungal activity against ginseng root-rot disease, demonstrating their potential as a scaffold in medicinal chemistry research.

引用

页码：5320 / 5325

页数：6

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