Synthesis of 5-Amino-2,5-dihydro-1H-benzo[b]azepines using a one-pot multibond forming process

Sharif, S. A.I., Calder, E. D.D., Delolo, F. G. and Sutherland, A. (2016) Synthesis of 5-Amino-2,5-dihydro-1H-benzo[b]azepines using a one-pot multibond forming process. Journal of Organic Chemistry, 81(15), pp. 6697-6706. (doi: 10.1021/acs.joc.6b01357) (PMID:27414232)

[img]
Preview
Text
121124.pdf - Published Version
Available under License Creative Commons Attribution.

1MB

Abstract

Rapid access to allylic trichloroacetimidates bearing a 2-allylaminoaryl group from readily available 2-iodoanilines combined with a one-pot multibond forming process has allowed the efficient synthesis of a series of 5-amino-2,5-dihydro-1H-benzo[b]azepines. The potential of these compounds as synthetic building blocks was demonstrated by the preparation of a late-stage intermediate of the hyponatremia agent, mozavaptan.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Calder, Mr Ewen and Sutherland, Professor Andrew
Authors: Sharif, S. A.I., Calder, E. D.D., Delolo, F. G., and Sutherland, A.
College/School:College of Medical Veterinary and Life Sciences > Institute of Biodiversity Animal Health and Comparative Medicine
College of Science and Engineering > School of Chemistry
Journal Name:Journal of Organic Chemistry
Publisher:American Chemical Society
ISSN:0022-3263
ISSN (Online):1520-6904
Published Online:14 July 2016
Copyright Holders:Copyright © 2016 The Authors
First Published:First published in Journal of Organic Chemistry 81(15):6697-6706
Publisher Policy:Reproduced under a Creative Commons License

University Staff: Request a correction | Enlighten Editors: Update this record

Project CodeAward NoProject NamePrincipal InvestigatorFunder's NameFunder RefLead Dept
554791EPSRC Doctoral Training Grant 2010-14Mary Beth KneafseyEngineering & Physical Sciences Research Council (EPSRC)EP/P505534/1VICE PRINCIPAL RESEARCH & ENTERPRISE