1,2,3-thiadiazoles were synthesized in parallel using a polymer sulfonyl hydrazide resin (PS-TsNHNH2) and employing a "catch and release" synthesis strategy. Resin capture of ketones synthesized from Weinreb amides and Grignard reagents afforded resin-bound sulfonylhydrazones. Cyclizative cleavage of supportbound sulfonylhydrazones with thionyl chloride afforded 1,2,3-thiadiazoles. Excess thion...

Despite their enormous synthetic relevance, the use of polar organolithium and Grignard reagents is greatly limited by their requirements of low temperatures in order to control their reactivity as well as the need of dry organic solvents and inert atmosphere protocols to avoid their fast decomposition. Breaking new ground on the applications of these commodity organometallics in synthesis unde...

Mechanochemistry makes the next move in advancing organometallic synthesis. In their Research Article (e202305775), Riina Aav, Dzmitry G. Kananovich et al. report a mechanochemical adaptation of Mg-mediated Barbier reaction, which overcomes limitations classic solvent-based approach. Mechanochemical activation enables rapid generation Grignard reagents situ, making process resistant to air and ...

Addition of Grignard reagents to pyridine N-oxides in THF at low temperature (-78 to -20 degrees C) and treatment with TFAA provides an efficient general procedure for synthesis of substituted pyridines. The method is compatible with a range of functional groups such as esters, halogens and nitriles.

Alkenyl triflates in combination with Co(acac)(3) as a catalyst were found to be excellent coupling partners of alkynyl Grignard reagents, where no special additives (even a phosphine ligand) but a common solvent, THF, are required to obtain variously substituted enynes.

Cu-catalyzed cross-coupling of unactivated secondary alkyl iodides with alkyl Grignard reagents in the presence of 1,3-butadiene as a ligand precursor was developed. The use of 1,3-butadiene resulted in improved yields of alkyl-alkyl products with improved selectivities.