Nickel-Catalyzed Three-Component Tandem Radical Cyclization 1,5-Difunctionalization of 1,3-Enynes and Alkyl Bromide

A nickel-catalyzed three-component tandem radical cyclization reaction of aryl bromides with 1,3-enynes and aryl boric acids to construct γ-lactam-substituted allene derivatives has been described. This protocol provides lactam alkyl radicals through the free radical cyclization process, which can b...

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Veröffentlicht in:Journal of organic chemistry 2023-02, Vol.88 (3), p.1403-1410
Hauptverfasser: Li, Ming, Sun, Guo-Qing, Liu, Yu-Yu, Li, Shun-Xi, Liu, Hai-Chao, Qiu, Yi-Feng, Chen, Dong-Pin, Wang, Xi-Cun, Liang, Yong-Min, Quan, Zheng-Jun
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Sprache:eng
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Zusammenfassung:A nickel-catalyzed three-component tandem radical cyclization reaction of aryl bromides with 1,3-enynes and aryl boric acids to construct γ-lactam-substituted allene derivatives has been described. This protocol provides lactam alkyl radicals through the free radical cyclization process, which can be effectively used to participate in the subsequent multicomponent coupling reaction so that 1,3-enynes could directly convert into corresponding poly-substituted allene compounds. In addition, this efficient method enjoys a broad substrate scope and provides a series of 1,5-difunctionalized allenes in a one-pot reaction.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c02271