Electroreductive Intramolecular Coupling of 1-Indolealkanones

被引：23

作者：

Kise, Naoki ^{[1
]}

Mano, Toshiyuki ^{[1
]}

Sakurai, Toshihiko ^{[1
]}

机构：

[1] Tottori Univ, Grad Sch Engn, Dept Chem & Biochem, Tottori 6808552, Japan

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 20期

关键词：

D O I：

10.1021/ol801876k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The electroreduction of 1-indolealkanones in isopropanol gave five-, six-, and seven-membered trans-cyclized products stereospecifically. On the other hand, the electroreduction of 3-methoxycarbonyl-1-indolealkanones afforded mixtures of two diastereomers of the corresponding trans- and cis-cyclized products. The DFT calculations for the radical anions support that the reductive couplings of 1-indolealkanones and 3-methoxycarbonyl-1-indolealkanones proceed through different reaction mechanisms.

引用

页码：4617 / 4620

页数：4

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