Organic Letters · 2017 · 17 citations · 78 references
High YieldsCross-coupling ReactionEngineeringNatural SciencesDiazo SaltsDiversity-oriented SynthesisOrganic ChemistryBase-promoted Decarboxylative Azo-couplingChemistryAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringClassical Decarboxylative Couplings
Base-promoted decarboxylative azo couplings of carboranyl carboxylic acids with diazo salts have been developed to provide trans-azocarboranes in high yields (up to 94%). This approach is simple, efficient, and compatible with various functional groups. Mechanistically, the coupling has been proven to proceed in a nonradical pathway, which is distinct from those classical decarboxylative couplings.
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Zhiwei Zuo, Derek T. Ahneman, Lingling Chu et al. · Science · 2014 · 1.5K citations · Full text
Daisuke Tanaka, Stuart P. Romeril, Andrew G. Myers · Journal of the American Chemical Society · 2005 · 425 citations
Non-phosphine Palladium, Asymmetric Catalysis, Cross-coupling Reaction +13