Palladium-Catalyzed α-Arylation of Esters: Synthesis of the Tetrahydroisoquinoline Ring

被引:0
作者
Serban, Georgeta [1 ]
Diaba, Faiza [2 ]
机构
[1] Univ Oradea, Fac Med & Pharm, Pharmaceut Chem Dept, Nicolae Jiga 29, Oradea 410028, Romania
[2] Univ Barcelona, Lab Quim Organ, Fac Farm, IBUB, Ave Joan XXIII 27-31, Barcelona 08028, Spain
来源
REACTIONS | 2025年 / 6卷 / 01期
关键词
tetrahydroisoquinoline; palladium-catalyst; tripotassium phosphate; intramolecular alpha-arylation; carbon-carbon bond formation; NUCLEOPHILIC-SUBSTITUTION; ACID; ALKALOIDS; DERIVATIVES; PROTOCOL; SYSTEM;
D O I
10.3390/reactions6010017
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The palladium-catalyzed cross-coupling reaction used for carbon-carbon bond formation is one of the most commonly applied reactions in modern organic synthesis. In this work, a concise strategy was developed for constructing the tetrahydroisoquinoline core, a key structural motif found in many biologically active compounds. This method involves the palladium-catalyzed intramolecular coupling of aryl iodides with ester enolates generated in the presence of K3PO4 as a base, resulting in the formation of the tetrahydroisoquinoline ring with an exceptionally high yield of 84%.
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页数:10
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