Pyrrolidones

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Akhila K Sahoo - One of the best experts on this subject based on the ideXlab platform.

  • dimethyl sulfoxide and n iodosuccinimide promoted 5 exo dig oxidative cyclization of yne tethered ynamide access to Pyrrolidones and spiro Pyrrolidones
    Organic Letters, 2016
    Co-Authors: B Prabagar, Sanatan Nayak, Rangu Prasad, Akhila K Sahoo
    Abstract:

    An unprecedented metal-free dimethyl sulfoxide (DMSO) and N-iodosuccinimide mediated regioselective 5-exo-dig oxidative cyclization of an in situ generated enol equivalent of amides from ynamides bearing internal alkynes is demonstrated. The reaction allows easy access to functionalized pyrrolidone skeletons. Pyrrolidones having 3-o-biaryl motifs successfully undergo intramolecular electrophilic cyclization with the α,β-unsaturated olefin, furnishing spiro-pyrrolidone motifs. A one-pot sequential 5-exo-dig cyclization of the yne-tethered ynamides, followed by electrophilic cyclization of the pyrrolidone, is presented. The role of DMSO in the transformation is clarified, and a tentative reaction pathway is proposed.

  • Dimethyl Sulfoxide and N‑Iodosuccinimide Promoted 5-exo-dig Oxidative Cyclization of Yne-Tethered Ynamide: Access to Pyrrolidones and Spiro-Pyrrolidones
    2016
    Co-Authors: B Prabagar, Sanatan Nayak, Rangu Prasad, Akhila K Sahoo
    Abstract:

    An unprecedented metal-free dimethyl sulfoxide (DMSO) and N-iodosuccinimide mediated regioselective 5-exo-dig oxidative cyclization of an in situ generated enol equivalent of amides from ynamides bearing internal alkynes is demonstrated. The reaction allows easy access to functionalized pyrrolidone skeletons. Pyrrolidones having 3-o-biaryl motifs successfully undergo intramolecular electrophilic cyclization with the α,β-unsaturated olefin, furnishing spiro-pyrrolidone motifs. A one-pot sequential 5-exo-dig cyclization of the yne-tethered ynamides, followed by electrophilic cyclization of the pyrrolidone, is presented. The role of DMSO in the transformation is clarified, and a tentative reaction pathway is proposed

B Prabagar - One of the best experts on this subject based on the ideXlab platform.

  • dimethyl sulfoxide and n iodosuccinimide promoted 5 exo dig oxidative cyclization of yne tethered ynamide access to Pyrrolidones and spiro Pyrrolidones
    Organic Letters, 2016
    Co-Authors: B Prabagar, Sanatan Nayak, Rangu Prasad, Akhila K Sahoo
    Abstract:

    An unprecedented metal-free dimethyl sulfoxide (DMSO) and N-iodosuccinimide mediated regioselective 5-exo-dig oxidative cyclization of an in situ generated enol equivalent of amides from ynamides bearing internal alkynes is demonstrated. The reaction allows easy access to functionalized pyrrolidone skeletons. Pyrrolidones having 3-o-biaryl motifs successfully undergo intramolecular electrophilic cyclization with the α,β-unsaturated olefin, furnishing spiro-pyrrolidone motifs. A one-pot sequential 5-exo-dig cyclization of the yne-tethered ynamides, followed by electrophilic cyclization of the pyrrolidone, is presented. The role of DMSO in the transformation is clarified, and a tentative reaction pathway is proposed.

  • Dimethyl Sulfoxide and N‑Iodosuccinimide Promoted 5-exo-dig Oxidative Cyclization of Yne-Tethered Ynamide: Access to Pyrrolidones and Spiro-Pyrrolidones
    2016
    Co-Authors: B Prabagar, Sanatan Nayak, Rangu Prasad, Akhila K Sahoo
    Abstract:

    An unprecedented metal-free dimethyl sulfoxide (DMSO) and N-iodosuccinimide mediated regioselective 5-exo-dig oxidative cyclization of an in situ generated enol equivalent of amides from ynamides bearing internal alkynes is demonstrated. The reaction allows easy access to functionalized pyrrolidone skeletons. Pyrrolidones having 3-o-biaryl motifs successfully undergo intramolecular electrophilic cyclization with the α,β-unsaturated olefin, furnishing spiro-pyrrolidone motifs. A one-pot sequential 5-exo-dig cyclization of the yne-tethered ynamides, followed by electrophilic cyclization of the pyrrolidone, is presented. The role of DMSO in the transformation is clarified, and a tentative reaction pathway is proposed

Malcolm A Kelland - One of the best experts on this subject based on the ideXlab platform.

Yajun Wang - One of the best experts on this subject based on the ideXlab platform.

Yingsheng Zhao - One of the best experts on this subject based on the ideXlab platform.