配体促进的脂肪酸双γ-C(sp³)-H官能化：γ-芳基化γ-内酯的一步合成
Ligand-Enabled Double γ-C(sp )-H Functionalization of Aliphatic Acids: One-Step Synthesis of γ-Arylated γ-Lactones.
作者信息
Hoque Md Emdadul, Yu Jin-Quan
机构信息
Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, 92037, La Jolla, CA, USA.
出版信息
Angew Chem Int Ed Engl. 2023 Dec 4;62(49):e202312331. doi: 10.1002/anie.202312331. Epub 2023 Oct 31.
Abstract
γ-methylene C(sp )-H functionalization of linear free carboxylic acids remains a significant challenge. Here in we report a Pd(II)-catalyzed tandem γ-arylation and γ-lactonization of aliphatic acids enabled by a L,X-type CarboxPyridone ligand. A wide range of γ-arylated γ-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.
摘要
线性游离羧酸的γ-亚甲基C(sp³)-H官能化仍然是一项重大挑战。在此，我们报道了一种由L,X型羧基吡啶酮配体实现的钯(II)催化脂肪族酸的串联γ-芳基化和γ-内酯化反应。从脂肪族酸一步合成了多种γ-芳基化γ-内酯，产率适中至良好。芳基化内酯可很容易地转化为双取代四氢呋喃，这是生物活性分子中一种重要的骨架。
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