An article Acid- and Base-Switched Palladium-Catalyzed gamma-C(sp(3))-H Alkylation and Alkenylation of Neopentylamine WOS:000649477300045 published article about C-H BONDS; ACTIVATION in [Zhang, Jinquan; Zhang, Shuaizhong; Zou, Hongbin] Zhejiang Univ, Coll Pharmaceut Sci, Hangzhou 310058, Peoples R China in 2021.0, Cited 32.0. Application In Synthesis of Benzyl Alcohol. The Name is Benzyl Alcohol. Through research, I have a further understanding and discovery of 100-51-6
The functionalization of remote unactivated C-(sp(3))-H and the reaction selectivity are among the core pursuits for transition-metal catalytic system development. Herein, we report Pd-catalyzed gamma-C(sp(3))-H-selective alkylation and alkenylation with removable 7-azaindole as a directing group. Acid and base were found to be the decisive regulators for the selective alkylation and alkenylation, respectively, on the same single substrate under otherwise the same reaction conditions. Various acrylates were compatible for the formation of C(sp(3))-C(sp(3)) and C(sp(3))-C(sp(2)) bonds. The alkenylation protocol could be further extended to acrylates with natural product units and alpha,beta-unsaturated ketones. The preliminary synthetic manipulation of the alkylation and alkenylation products demonstrates the potential of this strategy for structurally diverse aliphatic chain extension and functionalization. Mechanistic experimental studies showed that the acidic and basic catalytic transformations shared the same six-membered dimer palladacycle.
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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
,Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles