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1.
Org Lett ; 25(51): 9092-9096, 2023 Dec 29.
Article in English | MEDLINE | ID: mdl-38101416

ABSTRACT

Achieving high para-selective C-H functionalized products of benzoic acid derivatives using a designed template is still a daunting challenge because the carbonyl group also could coordinate with metal to activate the ortho-C-H bond. Herein, we report the ligand promoted high para-selective C-H olefination of benzoic acid derivatives; we screened a series of ligands increasing the ratio of p:others from 62:38 to 96:4. This work may find application in the construction of para-substituted benzoic acid derivatives.

2.
Org Lett ; 25(15): 2622-2626, 2023 Apr 21.
Article in English | MEDLINE | ID: mdl-37052353

ABSTRACT

To further promote the widely practical application of C-H activation, developing green and mild reaction conditions has invariably been the objective of researchers, especially when it comes to remote C-H activation reactions. Herein, we report a new cheap and powerful (n-Bu)4NNO3 oxidant. This oxidant is efficient and universal for Pd(II)-catalyzed sp2 and sp3 C-H olefination and allows the reaction to be carried out at room temperature. Because of this, we attempted to make C-H functionalization more economical and environmentally benign.

3.
Org Biomol Chem ; 21(2): 300-305, 2023 01 04.
Article in English | MEDLINE | ID: mdl-36514892

ABSTRACT

Here, we developed an air-stable, earth-abundant cobalt(III)-catalyzed regioselective mono-olefination of arenes directed by urea under mild conditions through a cross-dehydrogenative coupling (CDC) process. Under the optimized conditions, a high regioselectivity of mono-olefination was achieved with various electron-rich and electron-deficient arenes, which afforded E-alkenylated products (with yields of up to 90%). In contrast to the conditions used for noble-metal-catalyzed olefination directed by weakly coordinating groups, our reaction was operated under mild conditions, including mild temperature (40 °C) and non-metallic oxidant.


Subject(s)
Alkenes , Cobalt , Catalysis , Molecular Structure , Oxidants
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