We used our simple and efficient method for preparing α-TMSdiazoketones, as a source of carbenes or carbenoids, from carboxylic acid derivatives on a solid support, to perform a variety of solid-phase reactions. Resin-bound α-TMSdiazoketones having diverse substrates were successfully used in a variety of solid-phase reactions including ring formation reactions, such as oxazole synthesis, and fused ring formation by intramolecular Buchner reaction, via carbenoids. The use of these solid-phase reactions with combinatorial chemistry should contribute greatly to efficient construction of heterocyclic compound libraries to search for interesting compounds for new drugs.