Scandium Triflate-Catalyzed Nucleophilic Additions to Indolylmethyl Meldrum's Acid Derivatives via a Gramine-Type Fragmentation: Synthesis of Substituted Indolemethanes

被引：45

作者：

Armstrong, Erin L. ^{[1
]}

Grover, Huck K. ^{[1
]}

Kerr, Michael A. ^{[1
]}

机构：

[1] Univ Western Ontario, Dept Chem, London, ON N6A 5B7, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 20期

基金：

加拿大自然科学与工程研究理事会;

关键词：

FRIEDEL-CRAFTS REACTION; INDOLES; BIS(INDOLYL)METHANES; FUNCTIONALIZATION; 3-ALKYLINDOLES; QUATERNARY;

D O I：

10.1021/jo4017524

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of indolylmethyl Meldrum's acids with catalytic scandium triflate and a variety of nucleophiles results in the nucleophilic displacement of the Meldrum's acid moiety via a gramine-type fragmentation. The reaction is useful for the generation of heterocyclic compounds of significant molecular complexity.

引用

页码：10534 / 10540

页数：7

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