Catalyst-free selenylation/semipinacol rearrangement cascades of alkenyl cyclobutanols: synthesis of β-selenylated cyclopentanones

被引：8

作者：

Kim, Dae Young ^{[1
]}

机构：

[1] Soonchunhyang Univ, Dept Chem, Asan 31538, Chungnam, South Korea

来源：

SYNTHETIC COMMUNICATIONS | 2019年 / 49卷 / 17期

基金：

新加坡国家研究基金会;

关键词：

1,2-Alkyl migration; 1-(1-arylvinyl)cyclobutanols; benzeneselenyl bromide; selenylation; semipinacol rearrangement; VISIBLE-LIGHT PHOTOREDOX; ASYMMETRIC-SYNTHESIS; SEMIPINACOL REARRANGEMENT; MIGRATION SEQUENCES; ELECTROPHILIC CYCLIZATION; STEREOSELECTIVE-SYNTHESIS; RING EXPANSION; KETO ACIDS; TETRAHYDROQUINOLINES; SELENIDES;

D O I：

10.1080/00397911.2019.1616762

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and practical strategy to access beta-selenated cyclic ketone derivatives through the catalyst-free selenylation and semipinacol rearrangement sequence of 1-(1-arylvinyl)cyclobutanols was developed. This reaction employs the easily accessible and shelf-stable benzeneselenyl bromide as an electrophilic selenium source, and the reaction has advantages of mild reaction conditions and broad substrate scope. [GRAPHICS] .

引用

页码：2203 / 2209

页数：7

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