Efficient one-pot synthesis of 1,3-dihydro-2H-pyrrol-2-one derivatives via aza-oxyallylic cations

[Display omitted] •Efficient synthesis of functionalized 1,3-dihydro-2H-pyrrol-2-one.•[3+2] Cycloaddition reaction of aza-oxyallylic cations and alkynes.•Easy operation, ambient temperature, good yields.•Broad functional group tolerance. An efficient synthesis of functionalized 1,3-dihydro-2H-pyrrol...

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Bibliographic Details
Published in:Tetrahedron letters 2017-03, Vol.58 (9), p.847-850
Main Authors: Wang, Gangqiang, Chen, Rongxing, Wu, Minghu, Sun, Shaofa, Luo, Xing, Chen, Zhi, Guo, Haibing, Chong, Carlos, Xing, Yalan
Format: Article
Language:English
Subjects:
Alkynes
Aza-oxyallylic cation
Cycloaddition
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Summary:[Display omitted] •Efficient synthesis of functionalized 1,3-dihydro-2H-pyrrol-2-one.•[3+2] Cycloaddition reaction of aza-oxyallylic cations and alkynes.•Easy operation, ambient temperature, good yields.•Broad functional group tolerance. An efficient synthesis of functionalized 1,3-dihydro-2H-pyrrol-2-one was developed based on a [3+2] cycloaddition reaction of aza-oxyallylic cations and alkynes. With this novel method, a variety of substituted alkynes were readily converted into their corresponding pyrrolidinone analogues at room temperature. The protocol features easy operation, ambient temperature, good yields, readily available starting materials, and broad functional group tolerance.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2017.01.048