Journal article

A metathesis approach to aromatic heterocycles

Abstract:: The ring closing metathesis (RCM) reaction can be used to prepare substituted furans and pyrroles. By utilising a Pd-catalysed coupling reaction with methoxyallene, allylic alcohols and sulfonamides can be converted into substrates that are ideal precursors to ring closing metathesis. After the RCM reaction is complete, the addition of acid promotes an elimination of methanol to form the fully aromatised system. A range of different substitution patterns and functional groups are compatible with this sequence. Double allene coupling, RCM and elimination reactions are also possible and allow the formation of biaryl systems. © Wiley-VCH Verlag GmbH and Co. KGaA, 69451 Weinheim, Germany, 2005.

Publication status:: Published

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APA Style

Donohoe, T., Orr, A., Gosby, K., & Bingham, M. (2005). A metathesis approach to aromatic heterocycles. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005(10), 1969–1971.

MLA Style

Donohoe, T, et al. “A Metathesis Approach to Aromatic Heterocycles.” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. 2005, no. 10, 2005, pp. 1969–71.

Chicago Style

Donohoe, T, A Orr, K Gosby, and M Bingham. 2005. “A Metathesis Approach to Aromatic Heterocycles.” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY 2005 (10): 1969–71.
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Publisher copy:: 10.1002/ejoc.200500113

Authors

+ Donohoe, T More by this author

Institution:: University of Oxford
Division:: MPLS
Department:: Chemistry
Sub department:: Organic Chemistry
Role:: Author

+ Orr, A More by this author

Role:: Author

+ Gosby, K More by this author

Role:: Author

+ Bingham, M More by this author

Role:: Author

Journal:: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY More from this journal
Volume:: 2005
Issue:: 10
Pages:: 1969-1971
Publication date:: 2005-05-13
DOI:: 10.1002/ejoc.200500113
EISSN:: 1099-0690
ISSN:: 1434-193X

Keywords:: aromatic heterocycles

methoxyallene

metathesis
Pubs id:: pubs:39500
UUID:: uuid:7e3edcad-e47c-4b88-8ccd-62be786214a4
Local pid:: pubs:39500
Source identifiers:: 39500
Deposit date:: 2012-12-19
ARK identifier:: ark:/29072/ora_7e3edcade47c4b888ccd62be786214a4

Terms of use

Copyright date:: 2005

Licence:: Terms and Conditions of Use for Oxford University Research Archive

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