Microwave-Assisted Regioselective Friedel-Crafts Arylation by BF3 . OEt2: A Facile Synthetic Access to 3-Substituted-3-Propargyl Oxindole Scaffolds

被引：11

作者：

Laxmikeshav, Kritika ^{[1
]}

Sakla, Akash P. ^{[1
]}

Rasane, Sai ^{[1
]}

John, Stephy Elza ^{[1
]}

Shankaraiah, Nagula ^{[1
]}

机构：

[1] Natl Inst Pharmaceut Educ & Res NIPER, Dept Med Chem, Hyderabad 500037, Telangana, India

来源：

CHEMISTRYSELECT | 2020年 / 5卷 / 23期

关键词：

C-C bond formation; 3; 3-disubstituted oxindole; Friedel-Crafts arylation; Lewis acids; Microwave Chemistry; AROMATIC-COMPOUNDS; ORGANIC-SYNTHESIS; TERMINAL ALKYNES; ALLYLIC ALCOHOLS; GREEN SYNTHESIS; ANTI-HIV; PROPARGYLATION; SUBSTITUTION; DESIGN; CYCLOADDITION;

D O I：

10.1002/slct.202001660

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A facile microwave-assisted synthetic strategy for the construction of C-C bondviaregioselective Friedel-Crafts arylation of 3-hydroxy-3-phenylethynyl oxindoles with different electron-rich nucleophiles such as phenols, sulphonamides, anisole, benzofuran, and benzothiophene has been established by employing BF3 . OEt(2)as catalyst. The current protocol attributes mild conditions, cost-effective, transition-metal free synthesis, wide substrate scope and moderate to good yields. Moreover, this method is amenable for the generation of a library of densely substituted 3-(4-hydroxyphenyl)-3-(phenylethynyl) oxindoles and 3-(4-benzenesulphonamide)-3-(phenylethynyl) oxindoles as privileged scaffolds.

引用

页码：7004 / 7012

页数：9

共 47 条

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