Direct Functionalization of (Un)protected Tetrahydroisoquinoline and Isochroman under Iron and Copper Catalysis: Two Metals, Two Mechanisms

被引：127

作者：

Ghobrial, Michael ^{[1
]}

Schnuerch, Michael ^{[1
]}

Mihovilovic, Marko D. ^{[1
]}

机构：

[1] Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 21期

基金：

奥地利科学基金会;

关键词：

C-H BOND; CROSS-COUPLING REACTIONS; TERT-BUTYL HYDROPEROXIDE; CARBON-HYDROGEN BONDS; MANNICH-TYPE REACTION; ALPHA-AMINO-ACIDS; TRANSITION-METAL; ORGANIC-SYNTHESIS; ASYMMETRIC-SYNTHESIS; DIRECT ARYLATION;

D O I：

10.1021/jo201511d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly facile, straightforward synthesis of 1-(3-indolyl)-tetrahydroisoquinolines was developed using either simple copper or iron catalysts. N-protected and unprotected tetrahydroisoquinolines (THIQ) could be used as starting materials. Extension of the substrate scope of the pronucleophile from indoles to pyrroles and electron-rich arenes was realized. Additionally, methoxyphenylation is not limited to THIQ but can be carried out on isochroman as well, again employing iron and copper catalysis.

引用

页码：8781 / 8793

页数：13

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