Ligand-promoted ortho-C-H amination with Pd catalysts.
نویسندگان
چکیده
2,4,6-Trimethoxypyridine is identified as an efficient ligand for promoting a Pd-catalyzed ortho-C-H amination of both benzamides and triflyl-protected benzylamines. This finding provides guidance for the development of ligands that can improve or enable Pd(II)-catalyzed Csp2-H activation reactions directed by weakly coordinating functional groups.
منابع مشابه
Identification of monodentate oxazoline as a ligand for copper-promoted ortho-C-H hydroxylation and amination.
The use of a weakly coordinating monodentate directing group for copper mediated ortho-hydroxylation and amination reactions allows for the identification of an external oxazoline ligand as a promoter.
متن کاملLigand-Controlled, Tunable Silver-Catalyzed C–H Amination
The development of readily tunable and regioselective C-H functionalization reactions that operate solely through catalyst control remains a challenge in modern organic synthesis. Herein, we report that simple silver catalysts supported by common nitrogenated ligands can be used to tune a nitrene transfer reaction between two different types of C-H bonds. The results reported herein represent t...
متن کاملApplication of dimeric and monomeric ortho-palladated complexes as an efficient catalysts for Heck cross-coupling reaction
The catalytic acvtivity of dimeric and monomeric ortho-palladated complexes [Pd{C6H2(CH2NH2-(OMe)2,3,4}(µ-Cl)]2)2) and [Pd{C6H2(CH2NH2-(OMe)2,3,4}Cl(PPh3)](3), was investigated in Heck cross-coupling reaction. These complexes are more active and efficient catalysts for Heck cross-coupling reaction. The palladium complexes 2 and 3 is employed in the Heck cross-coupling reaction between styrene a...
متن کاملInvestigation on the mechanism of water-assisted palladium-catalyzed benzylic C-H amination by N-fluorobenzenesulfonimide.
A combination of computational and experimental methods was carried out to elucidate the mechanism of palladium-catalyzed water-assisted benzylic C-H amination with N-fluorobenzenesulfonimide (NFSI), which involved the oxidative addition of Pd(II) to Pd(IV)-species as a rate-limiting step, followed by water-assisted concerted metalation-deprotonation (CMD) of the Pd(IV) complex and water-assist...
متن کاملAllylic C H Alkylation of Unactivated a-Olefins: Serial Ligand Catalysis Resumed**
The palladium(0)-catalyzed alkylation reaction of allylic oxygenates has found extensive use in organic synthesis. Recent efforts, however, have focused on the development of catalytic methods to replace allylic C H bonds directly with C C bonds. The selective alkylation of normally inert C H bonds presents exciting opportunities for the development of novel methods and streamlined syntheses of...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
- Angewandte Chemie
دوره 54 8 شماره
صفحات -
تاریخ انتشار 2015