Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling† †Electronic supplementary information (ESI) available: Experimental details. See DOI: 10.1039/c7sc04207h
نویسندگان
چکیده
Natural availability of carbonyl groups offers reductive carbonyl coupling tremendous synthetic potential for efficient olefin synthesis, yet the catalytic carbonyl cross-coupling remains largely elusive. We report herein such a reaction, mediated by hydrazine under ruthenium(ii) catalysis. This method enables facile and selective cross-couplings of two unsymmetrical carbonyl compounds in either an intermolecular or intramolecular fashion. Moreover, this chemistry accommodates a variety of substrates, proceeds under mild reaction conditions with good functional group tolerance, and generates stoichiometric benign byproducts. Importantly, the coexistence of KO t Bu and bidentate phosphine dmpe is vital to this transformation.
منابع مشابه
Rh(iii)-catalyzed C–H olefination of N-pentafluoroaryl benzamides using air as the sole oxidant† †Electronic supplementary information (ESI) available: Data for new compounds and experimental procedures. CCDC 1042327. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c4sc03350g
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Highly chemoselective ruthenium(ii)-catalyzed direct arylation of cyclic and N,N-dialkyl benzamides with aryl silanes† †Electronic supplementary information (ESI) available: Experimental details and characterization data. See DOI: 10.1039/c7sc00156h Click here for additional data file.
The ruthenium(II)-catalyzed oxidative cross-coupling of C(sp)–H bonds with organosilanes has been accomplished for the first time. This novel protocol enlists challenging cyclic and N,N-dialkyl benzamides as weakly-coordinating substrates to achieve highly regioselective C(sp)–H arylation as a proof-of-concept, taking advantage of the attractive features of organosilanes as coupling partners. T...
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