Intramolecular C-H insertion in ring-expanded N-heterocyclic carbenes

R S Holdroyd; M J Page; M R Warren; M K Whittlesey

doi:10.1016/j.tetlet.2009.11.090

Intramolecular C-H insertion in ring-expanded N-heterocyclic carbenes

R S Holdroyd, M J Page, M R Warren, M K Whittlesey

Department of Chemistry

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

24 Citations (SciVal)

Abstract

Mild heating of the ring-expanded N-heterocyclic Carbenes 7-Mes and 6-Mes results in intramolecular insertion of the carbene into an ortho-methyl C-H bond. In the presence of traces of acid, the resulting products ring-open to afford N-alkyl indoles. (C) 2009 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	557-559
Number of pages	3
Journal	Tetrahedron Letters
Volume	51
Issue number	3
DOIs	https://doi.org/10.1016/j.tetlet.2009.11.090
Publication status	Published - Jan 2010

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10.1016/j.tetlet.2009.11.090

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title = "Intramolecular C-H insertion in ring-expanded N-heterocyclic carbenes",

abstract = "Mild heating of the ring-expanded N-heterocyclic Carbenes 7-Mes and 6-Mes results in intramolecular insertion of the carbene into an ortho-methyl C-H bond. In the presence of traces of acid, the resulting products ring-open to afford N-alkyl indoles. (C) 2009 Elsevier Ltd. All rights reserved.",

author = "Holdroyd, {R S} and Page, {M J} and Warren, {M R} and Whittlesey, {M K}",

year = "2010",

month = jan,

doi = "10.1016/j.tetlet.2009.11.090",

language = "English",

volume = "51",

pages = "557--559",

journal = "Tetrahedron Letters",

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AU - Holdroyd, R S

AU - Page, M J

AU - Warren, M R

AU - Whittlesey, M K

PY - 2010/1

Y1 - 2010/1

N2 - Mild heating of the ring-expanded N-heterocyclic Carbenes 7-Mes and 6-Mes results in intramolecular insertion of the carbene into an ortho-methyl C-H bond. In the presence of traces of acid, the resulting products ring-open to afford N-alkyl indoles. (C) 2009 Elsevier Ltd. All rights reserved.

AB - Mild heating of the ring-expanded N-heterocyclic Carbenes 7-Mes and 6-Mes results in intramolecular insertion of the carbene into an ortho-methyl C-H bond. In the presence of traces of acid, the resulting products ring-open to afford N-alkyl indoles. (C) 2009 Elsevier Ltd. All rights reserved.

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UR - http://dx.doi.org/10.1016/j.tetlet.2009.11.090

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DO - 10.1016/j.tetlet.2009.11.090

M3 - Article

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SP - 557

EP - 559

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 3

ER -

Intramolecular C-H insertion in ring-expanded N-heterocyclic carbenes

Abstract

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A COMBINED EXPERIMENTAL AND COMPUTATIONAL STUDY OF BOND ACTI VATION REACTIONS IN RUTHENIUM N-HETEROCYCLIC CARBENE COMPLEX

500 MHZ NMR SPECTROMETER TO SUPPORT ORGANIC, BIO-ORGANIC AND INORGANIC CHEMISTRY

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Intramolecular C-H insertion in ring-expanded N-heterocyclic carbenes

Abstract

Access to Document

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A COMBINED EXPERIMENTAL AND COMPUTATIONAL STUDY OF BOND ACTI VATION REACTIONS IN RUTHENIUM N-HETEROCYCLIC CARBENE COMPLEX

500 MHZ NMR SPECTROMETER TO SUPPORT ORGANIC, BIO-ORGANIC AND INORGANIC CHEMISTRY

Cite this