Sulfoximine‐Directed Arene <i>ortho</i> ‐Lithiation

نویسندگان

چکیده

Sulfoximines are an interesting class of compounds, which exhibit Brønsted and Lewis basicity, nucleophilicity, C−H acidity, N−H hydrogen-bond acceptor capability chirality. have received renewed interest in recent times, since incorporation a sulfoximine group can provide drug candidates with favorable properties. The synthesis N−H, α-C−H o-C−H functionalization sulfoximines currently topics considerable interest. This Minireview describes the sulfoximine-directed arene ortho-lithiation ortho-substituted S-aryl sulfoximines. Comparison between sulfone shows that both equally potent directors ortho-lithiation. Double S-phenyl affords o,o'-dilithiosulfoximines, undergo stereoretentive rearrangement to o-sulfinylanilines. S-Phenyl sulfoximines, carrying α-hydrogen atom, amendable selective give o-lithiosulfoximines, suffer transmetalation α-lithiosulfoximines at ambient temperatures. lithiation gives access o,N-dilithiosulfoximines, reaction biselectrophiles yields bicyclic

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ژورنال

عنوان ژورنال: European Journal of Organic Chemistry

سال: 2021

ISSN: ['1434-193X', '1099-0690']

DOI: https://doi.org/10.1002/ejoc.202101003