Silver(I)- or Copper(II)-Mediated Dearomatization of Aromatic Ynones: Direct Access to Spirocyclic Scaffolds

被引：146

作者：

James, Michael J. ^{[1
]}

Cuthbertson, James D. ^{[1
]}

O'Brien, Peter ^{[1
]}

Taylor, Richard J. K. ^{[1
]}

Unsworth, William P. ^{[1
]}

机构：

[1] Univ York, York YO10 5DD, N Yorkshire, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 26期

关键词：

asymmetric catalysis; dearomatization; indolenines; silver; spirocycles; ALLYLIC DEAROMATIZATION; CHEMICAL SPACE; REARRANGEMENT; INDOLES; ALKYLATION; CATALYSIS; BEARING; ACID;

D O I：

10.1002/anie.201501812

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A high-yielding silver(I)- or copper(II)-catalyzed dearomatizing spirocyclization strategy allows the conversion of simple aromatic compounds that contain ynone substituents, including indole, anisole, pyrrole, and benzofuran derivatives, into functionalized spirocyclic scaffolds. A high-yielding asymmetric variant furnishes spirocyclic indolenines in up to 89:11 e.r.

引用

页码：7640 / 7643

页数：4

共 39 条

[1] Silver-mediated synthesis of heterocycles [J].