We have developed a nickel/TBADT cocatalyzed acyl C−H benzylation of both aliphatic and aromatic aldehydes with primary and secondary benzyl chlorides under mild reaction conditions. The protocol provides a convenient and efficient method to synthesize a variety of ketones.

Herein, we report a photoinduced TBADT-catalyzed formal all-carbon [3+2] cycloaddition of aromatic aldehydes and arylethynyl silanes, which combines acyl C−H and ortho C−H activation of aromatic aldehydes, offering a new method for constructing the indanone scaffold under mild conditions. By choosing an appropriate silane as the precursor, one can selectively retain or remove the α-silyl group of the indanone products during the reaction. Preliminary mechanistic studies point to a reaction mechanism involving a 1,5-H shift as a key step.

Herein we report a palladium/TBADT-cocatalyzed dehydrogenative cross-coupling reaction, enabling the synthesis of a variety of 1,4-diketones starting from simple allylic alcohols and aldehydes as the precursors under mild reaction conditions.