Transition metal-catalyzed C–H functionalization of N-oxyenamine internal oxidants

Abstract

The transition metal-catalyzed C-H functionalization with hydroxylamine derivatives serving as both reactants and internal oxidants has attracted a lot of interest. These reactions obviate the need for external oxidants and therefore result in high reactivity and selectivity, as well as excellent functional group tolerance under mild reaction conditions, and moreover, water, methanol or carboxylic acid is generally released as the by-product, thus leading to reduced waste. This review focuses on the transition metal-catalyzed oxidative C-H functionalization of N-oxyenamine internal oxidants, with an emphasis on the scope and limitations, as well as the mechanisms of these reactions.

Increasing Catalyst Efficiency in C−H Activation Catalysis

“…Palladium-catalyzed directed CÀHi odination. [49] In particular, exceptionally mild transformations have resulted from the use of directing groups that simultaneously serve as internal oxidants. Palladium-catalyzed arene acetoxylation.…”

Cobalt(III)‐Catalyzed CH/NO Functionalizations: Isohypsic Access to Isoquinolines

“…The CÀH/NÀOf unctionalization proceeded moste fficiently with AgSbF 6 and NaOAc as the additives (Table 1, entries [1][2][3][4][5][6][7][8][9][10]. This finding can be rationalized in terms of ac arboxylate-as- sisted [14] CÀHa ctivation by ac ationic cobalt(III) catalyst.…”

“…[1] Alkyne annulations by CÀH/NÀOf unctionalizations have provent ob ep articularly instrumental for the step-economical assembly of various heterocycleswith activities of relevance to medicinal chemistry and biology. [2,3] In light of the beneficial features of naturallya bundant 3d transition metals,f ocush as shifted in recent years to the use of environmentally benign and less expensive base metal catalysts for CÀHa ctivation processes. [2,3] In light of the beneficial features of naturallya bundant 3d transition metals,f ocush as shifted in recent years to the use of environmentally benign and less expensive base metal catalysts for CÀHa ctivation processes.…”

Palladium‐Catalyzed Oxidation Reactions of Alkenes with Green Oxidants

“…[10] Achieving more efficient and green transformations of alkenes with palladium catalysts has become al ong-term objective of our group. [11] This review mainly demonstrates our recent progress on the use of green oxidants, such as O 2 ,H 2 O 2 or TBHP,a nd emphasizes their real roles in the oxidation of alkenes. The new transformationse xhibited herein will promote the scope and utility of alkene oxidation reactions.…”