S,O-Ligand-Promoted Palladium-Catalyzed C–H Functionalization Reactions of Nondirected Arenes
نویسندگان
چکیده
Pd(II)-catalyzed C-H functionalization of nondirected arenes has been realized using an inexpensive and easily accessible type of bidentate S,O-ligand. The catalytic system shows high efficiency in the C-H olefination reaction of electron-rich and electron-poor arenes. This methodology is operationally simple, scalable, and can be used in late-stage functionalization of complex molecules. The broad applicability of this catalyst has been showcased in other transformations such as Pd(II)-catalyzed C-H acetoxylation and allylation reactions.
منابع مشابه
Remarkably high reactivity of Pd(OAc)2/pyridine catalysts: nondirected C-H oxygenation of arenes.
Over the past eight years there has been tremendous progress in the development of Pd-catalyzed ligand-directed C H oxidation reactions to form C O, C N, C S, C halogen, and C C bonds. In marked contrast, analogous C H oxidation reactions of substrates that do not contain directing groups remain challenging. The lack of a directing group typically renders these transformations (as exemplified b...
متن کاملPalladium-catalyzed dual C–H or N–H functionalization of unfunctionalized indole derivatives with alkenes and arenes
This review highlights the development of palladium-catalyzed C-H and N-H functionalization reactions involving indole derivatives. These procedures require unactivated starting materials and are respectful of the basic principle of sustainable chemistry tied to atom economy.
متن کاملHighly ortho-Selective Trifluoromethylthiolation Reactions using a Ligand Exchange Strategy
The trifluoromethylthio group ( SCF3) is a highly privileged modifier for drug molecules. Direct C H trifluoromethylthiolation reactions are highly valuable synthetic tools for the late-stage modification of drug candidates, which have so far been underexplored. We report a palladium-catalyzed ortho-selective mono-trifluoromethylthiolation reaction of arenes. The reaction proceeds through a key...
متن کاملSelectivity, Compatibility, Downstream Functionalization, and Silver Effect in the Gold and Palladium Dual-Catalytic Synthesis of Lactones
The chemo- and regioselectivity and functional group compatibility in gold and palladium cooperatively catalyzed cross-coupling reactions were determined in the synthesis of lactones; the selectivity in the gold and palladium dual-metal catalysis system was distinct from that available for the same class of substrates in systems with only gold catalysis or only palladium catalysis rather than d...
متن کاملNovel C-H functionalization of arenes: palladium-catalyzed synthesis of diaryl sulfides.
A novel protocol for the direct arylthiolation of electron-rich arenes is described. Applying arylsulfonyl cyanides in the presence of catalytic amounts of Pd allows for a straightforward synthesis of diaryl sulfides.
متن کامل