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

Michael J. James; James D. Cuthbertson; Peter O'brien; Richard J. K. Taylor; William P. Unsworth

doi:10.1002/anie.201501812

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

Michael J. James
, James D. Cuthbertson
, Peter O'brien
, Richard J. K. Taylor
, William P. Unsworth

Organic Chemistry Group

University of Nottingham
University of York

Research output: Contribution to journal › Article › peer-review

Abstract

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.

Original language	English
Pages (from-to)	7640-7643
Number of pages	4
Journal	Angewandte Chemie International Edition
Volume	54
Issue number	26
DOIs	https://doi.org/10.1002/anie.201501812
Publication status	Published - 22 Jun 2015

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https://onlinelibrary.wiley.com/doi/10.1002/anie.201501812

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

abstract = "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.",

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doi = "10.1002/anie.201501812",

language = "English",

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AU - James, Michael J.

AU - Cuthbertson, James D.

AU - O'brien, Peter

AU - Taylor, Richard J. K.

AU - Unsworth, William P.

PY - 2015/6/22

Y1 - 2015/6/22

N2 - 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.

AB - 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.

U2 - 10.1002/anie.201501812

DO - 10.1002/anie.201501812

M3 - Article

SN - 1433-7851

VL - 54

SP - 7640

EP - 7643

JO - Angewandte Chemie International Edition

JF - Angewandte Chemie International Edition

IS - 26

ER -

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

Abstract

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