biostudies-literatureGildner PGNCRR NIH HHS9942-5https://www.ebi.ac.uk/biostudies/studies/S-EPMC3389751biostudies-literatureUnknown134(24)The C-alkylation of nitroalkanes under mild conditions has been a significant challenge in organic synthesis for more than a century. Herein we report a simple Cu(I) catalyst, generated in situ, that is highly effective for C-benzylation of nitroalkanes using abundant benzyl bromides and related heteroaromatic compounds. This process, which we believe proceeds via a thermal redox mechanism, allows access to a variety of complex nitroalkanes under mild reaction conditions and represents the first step toward the development of a general catalytic system for the alkylation of nitroalkanes.Journal of the American Chemical SocietyBenzylation of nitroalkanes using copper-catalyzed thermal redox catalysis: toward the facile C-alkylation of nitroalkanes.PMC3389751S10 RR02692S10 RR026962P20 RR017716Gildner PGWatson DACui DGietter AAfalseBenzylation of nitroalkanes using copper-catalyzed thermal redox catalysis: toward the facile C-alkylation of nitroalkanes.The C-alkylation of nitroalkanes under mild conditions has been a significant challenge in organic synthesis for more than a century. Herein we report a simple Cu(I) catalyst, generated in situ, that is highly effective for C-benzylation of nitroalkanes using abundant benzyl bromides and related heteroaromatic compounds. This process, which we believe proceeds via a thermal redox mechanism, allows access to a variety of complex nitroalkanes under mild reaction conditions and represents the first step toward the development of a general catalytic system for the alkylation of nitroalkanes.2012-01-01T00:00:00Z2012 Jun2024-12-04T12:54:25.673Z2019-03-26T23:29:58ZS-EPMC33897512269112710.1021/ja304561c