α-Benzylation of Carbonyl Compounds Enabled by Synergistic Copper/Amine Catalyzed Decarboxylation of Arylacetic Acids

被引：8

作者：

Wen, Kangmei ^{[1
]}

Feng, Mengxia ^{[2
]}

Gao, Qiwen ^{[1
]}

Chen, Chen ^{[1
]}

Wu, Yinrong ^{[1
]}

Zhou, Jiamin ^{[1
]}

Huang, Liangbin ^{[2
]}

Tang, Xiaodong ^{[1
]}

机构：

[1] Southern Med Univ, Sch Pharmaceut Sci, Guangdong Prov Key Lab New Drug Screening, 1838 Guangzhou Ave North, Guangzhou 510515, Peoples R China

[2] South China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, 381 Wushan Rd, Guangzhou 510640, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2023年 / 365卷 / 08期

关键词：

synergistic catalysis; arylacetic acids; carbonyl compounds; decarboxylation; benzylation; TRANSITION-METAL; ALLYLIC ALKYLATION; COUPLING REACTIONS; ENAMINE CATALYSIS; ALDEHYDES; STRATEGY; COMBINATION; ALLYLATION;

D O I：

10.1002/adsc.202300084

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Herein, we report synergistic copper/amine-catalyzed reactions for directly a-benzylating carbonyl compounds with arylacetic acids. These reactions represent the first examples of decarboxylative oxidative synergistic transition-metal/enamine catalysis for a-functionalizing carbonyl compounds. The process features starting-material availability, good functional group tolerance, mild reaction conditions, and good-to-excellent yields. Dibenzylated products were formed in moderate yields under slightly altered reaction conditions, and some products were transformed into 1,2,3,4-tetrahydrocyclopenta[b]indole derivatives by acid-catalyzed intermolecular cyclization reactions with indoles. Moreover, biological studies revealed that some products have anticancer properties and may be useful in drug-discovery studies.

引用

页码：1140 / 1146

页数：7

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