Enantioselective Synthesis of Cyclohepta[b]indoles via Pd-Catalyzed Cyclopropane C(sp3)-H Activation as a Key Step

被引：12

作者：

Haefner, Maximilian ^{[1
]}

Sokolenko, Yevhenii M. ^{[1
]}

Gamerdinger, Paul ^{[1
]}

Stempel, Erik ^{[1
]}

Gaich, Tanja ^{[1
]}

机构：

[1] Univ Konstanz, Dept Chem, Univ Str 10, D-78464 Constance, Germany

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 18期

基金：

欧洲研究理事会;

关键词：

AMBIGUINE ISONITRILES; DIRECT ARYLATION; ALKALOIDS; INDOLE; LEAVES; PLANTS; BOND;

D O I：

10.1021/acs.orglett.9b02687

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantioselective synthesis of functionalized cyclohepta[b]indoles via Pd-catalyzed cyclopropane C-H activation followed by olefination and indole-vinylcyclopropane rearrangement is reported. The design of the chiral cyclopropane precursor was such that both enantiomeric cyclohepta[b]indoles were accessed from a single compound exhibiting a "hidden" symmetry plane. The scope of the method was demonstrated by varying the substituents on the cyclopropane as well as on the heterocycle itself.

引用

页码：7370 / 7374

页数：5

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