33209-76-6Relevant articles and documents
Mechanical metal activation for Ni-catalyzed, Mn-mediated cross-electrophile coupling between aryl and alkyl bromides
Wu, Sisi,Shi, Weijia,Zou, Gang
supporting information, p. 11269 - 11274 (2021/07/02)
Liquid-assisted grinding has been successfully applied to eliminate the requirements of chemical activators and anhydrous solvents in nickel-catalyzed, manganese-mediated cross-electrophile coupling between aryl and alkyl bromides. In addition to the traditional reaction parameters, mechanical ones,e.g.the rotational speed of mill, the filling degree of jar and ball size, have been found to affect the catalytic efficiency remarkably, implying the involvement of the regeneration of nickel(0) species in the rate-determining steps. A combined evaluation of the reaction and mechanical parameters led to an optimal condition under which a variety ofn-alky aromatics with various functional groups could be readily obtained in good yields with a 1 mol% catalyst loading. The practical application of liquid-assisted grinding-enabled aryl/alkyl cross-electrophile coupling has been demonstrated in the gram-scale synthesis of 6-methoxytetralone.
Cobalt(i)-catalysed CH-alkylation of terminal olefins, and beyond
Giedyk, Maciej,Goliszewska, Katarzyna,ó Proinsias, Keith,Gryko, Dorota
supporting information, p. 1389 - 1392 (2016/01/25)
Cobalester, a natural nontoxic vitamin B12 derivative, was found to catalyse unusual olefinic sp2 C-H alkylation with diazo reagents as a carbene source instead of the expected cyclopropanation.
α-Diazo-β-ketonitriles: Uniquely reactive substrates for arene and alkene cyclopropanation
Nani, Roger R.,Reisman, Sarah E.
supporting information, p. 7304 - 7311 (2013/06/27)
An investigation of the intramolecular cyclopropanation reactions of α-diazo-β-ketonitriles is reported. These studies reveal that α-diazo-β-ketonitriles exhibit unique reactivity in their ability to undergo arene cyclopropanation reactions; other similar acceptor-acceptor- substituted diazo substrates instead produce mixtures of C-H insertion and dimerization products. α-Diazo-β-ketonitriles also undergo highly efficient intramolecular cyclopropanation of tri- and tetrasubstituted alkenes. In addition, the α-cyano-α-ketocyclopropane products are demonstrated to serve as substrates for SN2, SN2′, and aldehyde cycloaddition reactions.