Practical synthesis of β-oxo benzo[d]thiazolyl sulfones: Scope and limitations

Pospisil, Jiri;Robiette, Raphaël;Sato, Hitoshi;Debrus, Kevin
(2012) Organic & Biomolecular Chemistry — Vol. 10, n° 6, p. 1225-1234 (2012)

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  • Pospisil, JiriUCLouvain
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  • Sato, HitoshiTohoku University
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  • Debrus, KevinUCLouvain
    Author
Abstract
In this paper, we discuss our new synthetic approach towards functionalized benzo[d]thiazolyl (BT) sulfones, based on the reunion of alkyl BT sulfones and various electrophiles (e.g. R–CO–X, RO–CO–X, RS–CO–X, Ts–X…). All important aspects of this coupling reaction, including relevant and undesirable side reactions, are evaluated by means of calculations and competitive experiments. The scope and limitations of this method are established.
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Pospisil, J., Robiette, R., Sato, H., & Debrus, K. (2012). Practical synthesis of β-oxo benzo[d]thiazolyl sulfones: Scope and limitations. Organic & Biomolecular Chemistry, 10(6), 1225-1234. https://doi.org/10.1039/C1OB06510F (Original work published 2012)