Recent advances in the transition metal-catalyzed twofold oxidative C–H bond activation strategy for C–C and C–N bond formation

Abstract

The direct functionalization of heterocyclic compounds has emerged as one of the most important topics in the field of metal-catalyzed C-H bond activation due to the fact that products are an important synthetic motif in organic synthesis, the pharmaceutical industry, and materials science. This critical review covers the recent progresses on the regioselective dehydrogenative direct coupling reaction of heteroarenes, including arylation, olefination, alkynylation, and amination/amidation mainly utilizing transition metal catalysts (113 references).

Rational Perturbation of the Fluorescence Quantum Yield in Emission‐Tunable and Predictable Fluorophores (Seoul‐Fluors) by a Facile Synthetic Method Involving CH Activation

“…Metal‐catalyzed C—H activation methods are powerful, straightforward, and atom‐economical synthetic tools for carbon–carbon and carbon–heteroatom bond formation 7a,b. Palladium(II)‐catalyzed C—H activation has emerged as an important catalytic transformation because of its versatility for the installation of many different types of bonds and its exceptional practicality under ambient conditions in the presence of moisture 7c,d. Therefore, we envisioned the efficient synthesis of Seoul‐Fluor analogues containing diverse R 1 groups that were unobtainable by our previously reported route by the cross‐coupling of the lactam‐embedded indolizine cores with aryl iodides.…”

Silver-catalysed direct amination of unactivated C–H bonds of functionalized molecules

“…D irect functionalization of inert C-H bonds is of great importance with the potential to fundamentally change the strategy of organic synthesis [1][2][3] . This chemistry can directly convert simple, cheap and readily available raw materials into highly valuable and useful products by the manipulation of inert unfunctionalized groups [4][5][6][7][8] .…”

Practical Pd(TFA)2-Catalyzed Aerobic [4+1] Annulation for the Synthesis of Pyrroles via “One-Pot” Cascade Reactions

“…In recent years, efficient synthetic approaches to construct organic frameworks containing pyrroles have been developed [25][26][27][28][29][30][31][32][33][34][35]. On the other hand, the transition-metal-catalyzed sp 2 C-H amination reaction is one of the most demanding procedures to form C-N bonds [36,37]. In recent years, various late transition metal catalysts such as Pd [38][39][40][41], Ru [42], Rh [43], Ir [44], and Cu [45] have been applied in sp 2 C-H bond amination.…”