铑催化的苯甲酰胺与脂肪族羧酸的串联 C-H 酰化/环化反应合成亚烷基邻苯二甲酸酯。
Facile Synthesis of Alkylidene Phthalides by Rhodium-Catalyzed Domino C-H Acylation/Annulation of Benzamides with Aliphatic Carboxylic Acids.
机构信息
State Key Laboratory of Structural Chemistry, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Yangqiao West Road 155, Fuzhou, Fujian, 350002, China.
University of Chinese Academy of Sciences, Beijing, 100049, P. R. China.
出版信息
Chemistry. 2021 Nov 11;27(63):15628-15633. doi: 10.1002/chem.202102734. Epub 2021 Oct 1.
The Rh-catalyzed ortho-C(sp )-H functionalization of 8-aminoquinoline-derived benzamides with aliphatic acyl fluorides generated in situ from the corresponding acids has been developed. This reaction initiated with 8-aminoquinoline-directed ortho-C(sp )-H acylation, which was accompanied by subsequent intramolecular nucleophilic acyl substitution of amide group to produce alkylidene phthalides This approach exhibits high stereo-selectivity for Z-isomer products, and tolerates a variety of functional groups as well as aliphatic carboxylic acids with diverse structural scaffolds.
发展了 Rh 催化的 8-氨基喹啉衍生的苯甲酰胺与在反应中原位生成的脂肪酰氟的邻位 C(sp^3)-H 官能化反应。该反应由 8-氨基喹啉导向的邻位 C(sp^3)-H 酰化作用引发，随后酰胺基团进行分子内亲核酰基取代，生成亚烷基邻苯二甲酸酐。该方法对 Z-异构体产物具有高立体选择性，并能容忍各种官能团以及具有不同结构骨架的脂肪羧酸。
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