Iridium(III)-Catalyzed B(4)-Acylmethylation and B(3,5)-Diacylmethylation from o-Carboranes and Sulfoxonium Ylides.

An iridium(III)-catalyzed regioselective acylmethylation of the cage B(4)-H bond in o-carborane acids with sulfoxonium ylides is demonstrated through B(4)-H activation in ethanol under very mild conditions, affording a number of B(4)-acylmethylated o-carboranes. Additionally, the selective sequential B(4)- and B(6)-acylmethylation reactions finally gave B(3,5)-diacylmethylated o-carboranes in one pot.

Rhodium(III)-Catalyzed Sequential C-H Activation and Cyclization from N-Methoxyarylamides and 3-Diazooxindoles for the Synthesis of Isochromenoindolones.

An efficient synthetic method for structurally various isochromenoindolones has been demonstrated through Rh(III)-catalyzed C-H activation followed by a cyclization reaction of N-methoxyarylamides with 3-diazooxindoles. The sequential reaction involves the streamlined formation of C-C and C-O bonds in one pot. The present method provides a broad range of isochromenoindolones as a new privileged scaffold in moderate to good yields with the release of methoxyamine and molecular nitrogen and has the benefits of a broad substrate scope and good functional group tolerance.

Iridium(III)-Catalyzed Sequential C(2)-Arylation and Intramolecular C-O Bond Formation from Azulenecarboxylic Acids and Diaryliodonium Salts Access to Azulenofuranones.

Described herein is the iridium-catalyzed sequential C(2)-arylation reaction and intramolecular C-O bond formation from azulenecarboxylic acids and diaryliodonium salts, leading to the formation of 3-arylazulenofuranones. The sequential reaction proceeded smoothly through generation of 2-arylazulene-1-carboxylic acids derived from the iridium-catalyzed regioselective C(2)-arylation reaction without the decarboxylation reaction.