Photoredox-enabled remote radical group migration: Pathway to 1,7-dicarbonyl compounds from diazoalkanes

Hai-Bing Ye , Ye-Peng Bao , Tian-Yang Liu , Tao Wei , Chen Yang , Qing-An Liu , Jun Xuan
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引用次数: 0

Abstract

Herein, we developed a mild and efficient photoredox-enabled remote radical group migration with the utilization of diazoalkanes as radical precursors, giving access to various valuable 1,7-dicarbonlys in moderate to good yields. A diverse set of migrating groups, including benzothiazole, benzothiophene, pyrazine, pyridine, thiazole, thiophene and nitrile were well tolerated. Furthermore, the facile synthesis of 1,8-dicarbonyl compound, scale-up reaction and useful synthetic transformation further proved the method attractive and valuable.

Abstract Image

光氧化还原激活的远程自由基迁移:从重氮烷烃到1,7-二羰基化合物的途径
在此,我们开发了一种温和而高效的光氧化还原远程自由基迁移方法,利用重氮烷烃作为自由基前体,以中等到较高的产量获得各种有价值的1,7-二碳基。对多种迁移基团,包括苯并噻唑、苯并噻吩、吡嗪、吡啶、噻唑、噻吩和腈的耐受性良好。此外,1,8-二羰基化合物的简易合成、放大反应和有用的合成转化进一步证明了该方法的吸引力和价值。
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来源期刊
Tetrahedron chem
Tetrahedron chem Organic Chemistry
CiteScore
3.60
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0.00%
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审稿时长
27 days
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