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Oxidative Difunctionalization of N-Aryl Bicyclobutyl Amides with Aldehydes: Divergent Synthesis of Acylated and Alkylated 3-Spirocyclobutyl Oxindoles
Organic Letters ( IF 4.9 ) Pub Date : 2024-07-23 , DOI: 10.1021/acs.orglett.4c02325
Peng-Fei Xia 1 , Jiao Zhou 1 , Jing Yuan 1 , Rui Zeng 1 , Yu Liu 1 , Ke-Wen Tang 1 , Jian-Hong Fan 1
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An efficient and operationally simple oxidative radical difunctionalization of N-aryl bicyclobutyl (BCB) amides with aldehydes is described. It was found that acylated 3-spirocyclobutyl oxindoles were generated from the coupling of BCB-amides and aromatic aldehydes, while reactions gave exclusively decarbonylative alkylarylation products using alkyl aldehydes as radical precursors.

中文翻译:


N-芳基双环丁基酰胺与醛的氧化双官能化:酰化和烷基化 3-螺环丁基羟吲哚的不同合成



描述了N-芳基双环丁基 (BCB) 酰胺与醛的有效且操作简单的氧化自由基双官能化。研究发现,酰化3-螺环丁基羟吲哚是由BCB-酰胺和芳香醛偶联生成的,而使用烷基醛作为自由基前体的反应仅产生脱羰烷基芳基化产物。
更新日期:2024-07-23
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