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Inexpensive cobalt‐catalyzed, pivalic acid‐assisted oxidative C−H functionalization of benzimidates or NH‐benzaldimines with ynamides is presented, providing an access to 3‐aminoisoquinoline derivatives. The procedure is compatible with various substrates featuring alkyl, alkoxy, acyl or halogen as substituents, heteroaryl structures, and diverse ynamides. The reaction has been scaled up, with subsequent transformation of the yielded products. Control experiments and mechanistic investigations corroborate the regioselectivity of this conversion, positioning the amine group proximal to the nitrogen atom in isoquinolines. [ABSTRACT FROM AUTHOR]

In this manuscript we report the synthesis of 3‐amido‐benzo[b]silines thanks to a 2‐step strategy involving a 3‐component silylformylation of ynamides followed by a Friedel‐Crafts cyclization/isomerizing dehydration domino sequence. This reaction is tolerant to various structural variations and has allowed us to synthesize a library of diversely substituted silacycles with yields from 33 to 85%. We also studied the fluorescence properties of these compounds which show structural similarities with recognized probes such as Si‐Rhodamine for example. [ABSTRACT FROM AUTHOR]

[Display omitted] A simple HNTf 2 /DMSO system has been developed for the intermolecular oxgenative bifunctionalization of ynamides to produce various α -functionalized amides, where DMSO functions both as the oxygen donor and the solvent. Scope study shows that electron-rich ynamides and nucleophiles such as alcohols, thiols and electron-rich arenes are suitable reaction partners in this transformation. [ABSTRACT FROM AUTHOR]