Ligand-Enabled Double γ-C(sp3)-H Functionalization of Aliphatic Acids: One-Step Synthesis of γ-Arylated γ-Lactones

被引：9
作者：
Hoque, Md. Emdadul [1 ]
Yu, Jin-Quan [1 ]
机构：
[1] Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2023年 / 62卷 / 49期
关键词：
Arylation; C-H Activation; Carboxylic Acids; Lactonization; Palladium; C-H FUNCTIONALIZATION; ALPHA-AMINO-ACIDS; PHENYL-BUTYROLACTONE; CYTOTOXIC EVALUATION; CARBOXYLIC-ACIDS; HYPNOTIC DRUG; ANTICONVULSANT; ACTIVATION; BONDS;
D O I：
10.1002/anie.202312331
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
gamma-methylene C(sp(3))-H functionalization of linear free carboxylic acids remains a significant challenge. Here in we report a Pd(II)-catalyzed tandem gamma-arylation and gamma-lactonization of aliphatic acids enabled by a L,X-type CarboxPyridone ligand. A wide range of gamma-arylated gamma-lactones are synthesized in a single step from aliphatic acids in moderate to good yield. Arylated lactones can readily be converted into disubstituted tetrahydrofurans, a prominent scaffold amongst bioactive molecules.
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页数：6
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