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Showing papers by "Kalpattu K. Balasubramanian published in 2016"

Journal Article•DOI•
Stereo-, Regio-, and Chemoselective [3 + 2]-Cycloaddition of (2E,4E)-Ethyl 5-(Phenylsulfonyl)penta-2,4-dienoate with Various Azomethine Ylides, Nitrones, and Nitrile Oxides: Synthesis of Pyrrolidine, Isoxazolidine, and Isoxazoline Derivatives and a Computational Study

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Ulaganathan Sankar1, Ch. Venkata Surya Kumar2, Venkatesan Subramanian2, Kalpattu K. Balasubramanian3, S. Mahalakshimi1 •
Pachaiyappa's College1, Central Leather Research Institute2, Indian Institute of Technology Madras3
01 Mar 2016-Journal of Organic Chemistry
TL;DR: One-pot chemo-, regio-, and stereoselective synthesis of series of heterocyclic and spiroheterocyclIC compounds was accomplished through mono- and bis[3 + 2]-cycloaddition reactions of (2E,4E)-ethyl 5-(phenylsulfonyl)penta-2,4-dienoate as a dipolarophile with azomethine ylides, nitrones, and nitrile oxides
Abstract: One-pot chemo-, regio-, and stereoselective synthesis of series of heterocyclic and spiroheterocyclic compounds was accomplished through mono- and bis[3 + 2]-cycloaddition reactions of (2E,4E)-ethyl 5-(phenylsulfonyl)penta-2,4-dienoate as a dipolarophile with azomethine ylides, nitrones, and nitrile oxides in good yields. The structures of the products were established by spectroscopic techniques as well as by single-crystal XRD study, and DFT calculations were performed to further understand the mechanism of this [3 + 2]-cycloaddition reaction.

14 citations