Nguyen Thanh V Q
Medicinal Chemistry, Research and Early Development, Respiratory and Immunology, BioPharmaceuticals R&D, AstraZeneca, Gothenburg, Sweden.
Chemistry. 2023 Aug 10;29(45):e202301485. doi: 10.1002/chem.202301485. Epub 2023 Jul 7.
C7-Arylated pyrazolo[1,5-a]azines are important structural motifs with profound applications in drug and material research. Here, we report a general and straighforward synthesis of these bi(hetero)aryls via palladium-catalyzed direct C-H arylation, employing low-cost and abundant (hetero)aryl chlorides as the aryl source. The catalytic system is robust and covers a wide substrate scope regarding heteroarenes as well as (hetero)aryl chlorides, with possible extension to the C-H arylation of [1,2,4]triazolo[1,5-a]pyrimidines. This study also presents a rare example of using (hetero)aryl chlorides for the direct C-H arylation of six-membered heteroarenes.
C7芳基化的吡唑并[1,5 - a]嗪是重要的结构基序,在药物和材料研究中有广泛应用。在此,我们报道了一种通过钯催化的直接C - H芳基化反应,以低成本且丰富的(杂)芳基氯化物作为芳基源,对这些双(杂)芳基进行通用且直接的合成方法。该催化体系稳健,对于杂芳烃以及(杂)芳基氯化物具有广泛的底物范围,并且有可能扩展到[1,2,4]三唑并[1,5 - a]嘧啶的C - H芳基化反应。本研究还展示了一个罕见的例子,即使用(杂)芳基氯化物对六元杂芳烃进行直接C - H芳基化反应。