Regioselective cycloaddition of potassium alkynyltrifluoroborates with 3-azetidinones and 3-oxetanone by nickel-catalysed C–C bond activation†,Chemical Communications

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Regioselective cycloaddition of potassium alkynyltrifluoroborates with 3-azetidinones and 3-oxetanone by nickel-catalysed C–C bond activation†
Chemical Communications ( IF 4.3 ) Pub Date : 2018-12-10 00:00:00 , DOI: 10.1039/c8cc09241a
Fathi Elwrfalli _{1,

2,

3,

4} , Yannick J. Esvan _{1,

2,

3,

4} , Craig M. Robertson _{1,

2,

3,

4} , Christophe Aïssa _{1,

2,

3,

4}

Affiliation

In the presence of a nickel catalyst, the intermolecular (4+2) cycloaddition of potassium alkynyltrifluoroborates with 3-azetidinones and 3-oxetanone leads to the formation of borylated dihydropyridinones and dihydropyranones without unwanted carbon–boron bond cleavage. The regioselectivity is influenced only by the trifluoroborate group, and only one regioisomer is obtained, whether the other alkyne substituent is an alkyl, vinyl, or (hetero)aryl group.

中文翻译：

镍催化的CC键活化，将炔基三氟硼酸钾与3-氮杂环丁酮和3-氧杂环丁酮进行区域选择性环加成反应†

在镍催化剂的存在下，炔基三氟硼酸钾与3-氮杂环丁酮和3-氧杂环丁酮的分子间（4 + 2）环加成反应会导致形成硼化的二氢吡啶并酮和二氢吡喃酮，而不会发生碳-硼键断裂。区域选择性仅受三氟硼酸酯基团影响，并且无论另一个炔烃取代基是烷基，乙烯基或（杂）芳基基团，仅获得一种区域异构体。

更新日期：2018-12-10

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