Tag

Organic Synthesis

All articles tagged with #organic synthesis

science1 month ago•23 min saved

Dichloromethane unlocks metal-free amide formation

Korean researchers report that dichloromethane (DCM) can act as an amide-coupling reagent, enabling amide bond formation between carboxylic acids and alkyl amines using a basic salt, without metal catalysts, and scalable to more than 20 g per batch. While the method often preserves stereochemistry, it struggles with bulky or aromatic amines, and DCM’s health hazards pose potential industrial hurdles. Nevertheless, the inexpensive, simple protocol could offer a practical alternative to harsher, toxic reagents in suitable cases.

via Chemical & Engineering News|

#amide-coupling #amines #carboxylic-acid

science2 months ago•24 min saved

Radical cross-coupling preserves stereochemistry, enabling new chiral building blocks

Baran and coworkers report a nickel-catalyzed alkyl-alkyl cross-coupling that forms a C–C bond between a chiral sulfonylhydrazide radical and an alkyl halide without racemizing the stereocenter, achieved via a diazene-cage mechanism. This unusual radical process preserves enantioenrichment in the product, enabling direct access to chiral motifs like piperidines and pyrrolidines without chiral ligands or directing groups, though the method currently works best with cyclic sulfonylhydrazides and requires further scope expansion.

via Chemical & Engineering News|

#chemistry #nickel-catalysis #organic-synthesis

chemistry2 years ago•14 min saved

Revolutionizing Cross-Coupling: Geminal-Atom Catalysis Unleashed

Researchers have developed geminal-atom catalysis, a new approach for cross-coupling reactions in organic synthesis. This method bridges the gap between homogeneous and heterogeneous catalysis by utilizing heterogeneous single-metal-site catalysts. Geminal-atom catalysis offers potential advantages such as improved selectivity, recyclability, and scalability, making it a promising tool for sustainable organic synthesis. The data for this study are available in the manuscript and supplementary information, as well as in the Zenodo repository.

via Nature.com|

#chemistry #cross-coupling #geminal-atom-catalysis

chemistry3 years ago•3 min saved

Isomer of Benzene gains prominence in organic synthesis.

Researchers have demonstrated that the high energy compound 1,2,3-cyclohexatriene, an overlooked isomer of benzene, can participate in a diverse range of cycloaddition, nucleophilic addition, and σ-bond insertion reactions, enabling chemists to construct complex molecular architectures in just a few steps. The team hopes that its work inspires others to explore and exploit the synthetic potential of these high-energy reagents going forwards.

via Chemistry World|

#benzene-isomers #chemistry #cycloaddition