A trisulfur-radical-anion (Ṡ)-triggered C(sp)-H amination of α,β-unsaturated carbonyl derivatives with simple amines has been demonstrated. This protocol provides convenient access to a variety of synthetically valuable N-unprotected and secondary β-enaminones with absolute Z selectivity and tertiary β-enaminones with E selectivity. Mechanistic probe and electronic structure theory calculations suggest that Ṡ initiates the nucleophilic attacks via a thiirane intermediate.
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| http://dx.doi.org/10.1021/acs.orglett.0c03846 | DOI Listing |
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