Copper-catalyzed oxidative carbon–heteroatom bond formation: a recent update

Abstract

This review updates recent advances in Cu-catalyzed (anaerobic) oxidative carbon-heteroatom bond formation on sp(3)- and sp(2)-C-H bonds as well as alkenes, classified according to the types of stoichiometric oxidants.

Enantioselektive C‐H‐Aktivierung mit natürlich vorkommenden 3d‐Übergangsmetallen

“…Kupfer ist eines der häufigsten 3d-Übergangsmetalle in der Erdkruste [5] und hat sich in den letzten Jahren als effizient fürd ie kostengünstige C-H-Aktivierung erwiesen. [63] Allerdings laufen viele der Prozesse über einen radikalischen oder Außensphärenmechanismus ab,u nd enantioselektive Tr ansformationen über kupferkatalysierte Innensphären-C-H-Aktivierung blieben rar. 2012 entdeckten Ohmiya, Sawamura und Makida die kupferkatalysierte sekundäre Alkylierung elektronenarmer Heterocyclen.…”

Functional Enzyme Mimics for Oxidative Halogenation Reactions that Combat Biofilm Formation

“…Although vanadium catalysts show promising activity, their industrial applications are problematic as vanadium compounds are classified as critical according to a European Union regulation and have difficulties to fulfill the criteria of registration, evaluation, authorization, and restriction of chemicals (REACH) . Hetero‐polyoxometallates containing Mo(VI), W(VI), Mn(II‐VII), Cu(II), Ru(III), Ce(IV), Fe(III), Pd(II), Ti(II,IV), and Nb(V) are useful, but often more expensive and less active alternatives . Main group compounds of B(III), Ba(II), Bi(III), Sb(V), Se, and Te have haloperoxidase‐like activity during the synthesis of (hetero) aryl halides, vinyl halides, and alkyl halides by C–H activation …”

Metal‐Free One‐Pot Three‐Component Synthesis of Quinazoline Derivatives via Peroxide‐Mediated Direct Oxidative Amination of C(sp3)–H Bonds

“…[5,6] Most of the known examples rely on the use of transition metals or iodine-based catalysts. [7][8][9] Notably, numerous reagents have been used as a C1 synthon for the synthesis of nitrogencontaining compounds, including DMF, [10] DMSO, [11][12][13][14] CH 3 OH, [15,16] CO 2 , [17,18] CO, [19] tertiary aliphatic amine, [20] dimethylcarbonate, [21] N,N-dimethylaniline, [22] and N,N-dimethylethanolamine. [23] Additionally, the use of abundant and inexpensive ammonia and ammonium salts as an ideal nitrogen source for the synthesis of nitrogen-containing organic molecules has recently attracted significant interests.…”