9003-32-1Relevant articles and documents
Acid- And base-switched palladium-catalyzed γ-C(sp3)-H alkylation and alkenylation of neopentylamine
Zhang, Jinquan,Zhang, Shuaizhong,Zou, Hongbin
supporting information, p. 3466 - 3471 (2021/05/31)
The functionalization of remote unactivated C(sp3)-H and the reaction selectivity are among the core pursuits for transition-metal catalytic system development. Herein, we report Pd-catalyzed γ-C(sp3)-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(sp3)-C(sp3) and C(sp3)-C(sp2) bonds. The alkenylation protocol could be further extended to acrylates with natural product units and α,β-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.
METHOD FOR PRODUCING α,β-UNSATURATED CARBOXYLIC ACID DERIVATIVE
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Paragraph 0102; 0108; 0113; 0115, (2021/04/02)
To provide a method for producing α,β-unsaturated carboxylic acid derivative that is advantageous in a cost and efficient.SOLUTION: A method for producing α,β-unsaturated carboxylic acid derivative including: a process of allowing metal lactone compound and alkyl halide having the carbon number of 1 to 6 to react to obtain α,β-unsaturated carboxylic acid derivative and either or both of hydrogen iodide and hydrogen bromide; and a process of allowing either or both of the hydrogen iodide and hydrogen bromide and alcohol having the carbon number of 1 to 6 to react to regenerate the alkyl halide.SELECTED DRAWING: None
Palladium-catalyzed remote C-H functionalization of 2-aminopyrimidines
Das, Animesh,Jana, Akash,Maji, Biplab
supporting information, p. 4284 - 4287 (2020/04/27)
A straightforward strategy was developed for the arylation and olefination at the C5-position of the N-(alkyl)pyrimidin-2-amine core with readily available aryl halides and alkenes, respectively. This approach was highly regioselective, and the transformation was achieved based on two different (Pd(ii)/Pd(iv)) and (Pd(0)/Pd(ii)) catalytic cycles.