Direct Synthesis of Diverse β-Fluoroethylamines by a Multicomponent Protocol

Authors

  • Prof. Dr. G. K. Surya Prakash,

    Corresponding author
    1. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089 (USA), Fax: (+1) 213-740-6679
    • Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089 (USA), Fax: (+1) 213-740-6679
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  • Laxman Gurung,

    1. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089 (USA), Fax: (+1) 213-740-6679
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  • Dr. Parag V. Jog,

    1. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089 (USA), Fax: (+1) 213-740-6679
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  • Dr. Shinji Tanaka,

    1. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089 (USA), Fax: (+1) 213-740-6679
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  • Tisa Elizabeth Thomas,

    1. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089 (USA), Fax: (+1) 213-740-6679
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  • Nimisha Ganesh,

    1. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089 (USA), Fax: (+1) 213-740-6679
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  • Prof. Dr. Ralf Haiges,

    1. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089 (USA), Fax: (+1) 213-740-6679
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  • Dr. Thomas Mathew,

    Corresponding author
    1. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089 (USA), Fax: (+1) 213-740-6679
    • Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089 (USA), Fax: (+1) 213-740-6679
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  • Prof. Dr. George A. Olah

    1. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089 (USA), Fax: (+1) 213-740-6679
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Abstract

original image

No imines! A direct multicomponent protocol for the synthesis of highly diverse derivatives of β-fluoro(phenylsulfonyl)ethylamine has been developed (see scheme) by use of a Mannich-type reaction from their molecular subunits, α-fluoro-α-nitro(phenylsulfonyl)methane (1 a) or α-fluorobis(phenylsulfonyl)methane (1 b), formalin, and various primary and secondary amines. The products are obtained in high yields and selectivity even, in many cases, without the use of base.

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