[2 + 2 + 1] 烯烃与烯炔基苯并碘恶唑酮及亚硝酸银的杂环化反应：涉及C≡C键氧化裂解，通向3-芳基-Δ-异恶唑啉类化合物的途径。
[2 + 2 + 1] Heteroannulation of Alkenes with Enynyl Benziodoxolones and Silver Nitrite Involving C≡C bond Oxidative Cleavage: Entry to 3-Aryl-Δ-isoxazolines.
作者信息
Wang Cheng-Yong, Teng Fan, Li Yang, Li Jin-Heng
机构信息
Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China.
Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Key Laboratory of Functional Organometallic Materials, University of Hunan Province, Hengyang Normal University, Hengyang 421008, China.
出版信息
Org Lett. 2020 Jun 5;22(11):4250-4254. doi: 10.1021/acs.orglett.0c01285. Epub 2020 May 20.
A copper-catalyzed [2 + 2 + 1] heteroannulation of alkenes with enynyl benziodoxolones and AgNO involving oxidative cleavage of the C≡C bond promoted by cooperative Zn(OTf), KOAc, and 4 Å MS for producing 3-aryl Δ-isoxazolines is reported. Mechanistic studies indicate that AgNO serves as the N/O two-atom unit source, enabling the formation of three bonds through NO addition across the C≡C bond, NO-transfer, C≡C bond cleavage, and annulation cascades.
报道了一种铜催化的烯烃与烯炔基苯并碘恶唑酮和AgNO的[2 + 2 + 1]杂环化反应，该反应涉及由协同的Zn(OTf)、KOAc和4 Å分子筛促进的C≡C键氧化裂解，用于制备3-芳基Δ-异恶唑啉。机理研究表明，AgNO作为N/O双原子单元源，通过NO跨C≡C键加成、NO转移、C≡C键裂解和环化级联反应形成三个键。
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