Palladium-catalyzed regio- and stereoselective synthesis of aryl and 3-indolyl-substituted 4-methylene-3,4-dihydroisoquinolin-1(2H)-ones

被引：4

作者：

Nori, Valeria ^{[1
]}

Arcadi, Antonio ^{[1
]}

Carlone, Armando ^{[1
]}

Marinelli, Fabio ^{[1
,2
]}

Chiarini, Marco

机构：

[1] Univ Aquila, Dipartimento Sci Fis & Chim, Via Vetoio, I-67010 Coppito, AQ, Italy

[2] Univ Teramo, Fac Biosci & Tecnol Agroalimentari Ambientali, Via Balzarini 1, I-64100 Teramo, Te, Italy

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 16卷

关键词：

alkynylanilines; arylboronic acids; indoles; isoquinolinones; palladium; O-ALKYNYLTRIFLUOROACETANILIDES; 2-SUBSTITUTED; 3-ARYLINDOLES; ISOQUINOLINE ALKALOIDS; BIOLOGICAL EVALUATION; ACCESS; EFFICIENT; 2-ALKYNYLTRIFLUOROACETANILIDES; CYCLIZATION; ALKYNES; AMARYLLIDACEAE;

D O I：

10.3762/bjoc.16.95

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cascade cyclocarbopalladation of the readily available aryl/alkyl-substituted propargylic amides containing an aryl iodide moiety, followed by Suzuki-Miyaura coupling with arylboronic acids, allowed an efficient regio- and stereoselective synthesis of tetrasubstituted 4-methylene-3,4-dihydroisoquinolin-1(2H)-ones. Moreover, cascade cyclocarbopalladation, followed by the reaction with 2-alkynyltrifluoroacetanilides, accomplished a double cyclization to afford challenging 4-methylene-3,4-dihydroisoquinolin-1(2H)-ones bearing a 3-indolyl substituent through aminopalladation/reductive elimination.

引用

页码：1084 / 1091

页数：8

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