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Intramolecular Fluorocyclizations of Unsaturated Carboxylic Acids with a Stable Hypervalent Fluoroiodane Reagent

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posted on 2015-11-11, 09:47 authored by Gemma C. Geary, Eric G. Hope, Alison M. Stuart
A new class of fluorinated lactones was prepared by the intramolecular fluorocyclizations of unsaturated carboxylic acids by using the stable fluoroiodane reagent in combination with AgBF4 . This unique reaction incorporates a cyclization, an aryl migration, and a fluorination all in one step. The fluoroiodane reagent, prepared easily from fluoride, can also be used without a metal catalyst to give moderate yields within just 1 hour, thus demonstrating that it is a suitable reagent for developing new (18) F-labelled radiotracers for PET imaging.

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Citation

Angewandte Chemie International Edition, 2015 (Early View, In press)

Author affiliation

/Organisation/COLLEGE OF SCIENCE AND ENGINEERING/Department of Chemistry

Version

  • AM (Accepted Manuscript)

Published in

Angewandte Chemie International Edition

Publisher

Wiley-VCH Verlag

issn

1433-7851

eissn

1521-3773

Copyright date

2015

Available date

2016-10-09

Notes

The file associated with this record is under a 12-month embargo from publication in accordance with the publisher Copyright transfer agreement, available at http://onlinelibrary.wiley.com/journal/10.1002/(ISSN)1521-3773/homepage/2002_authors.html. The full text may be available through the publisher links provided above.

Language

en

Publisher version

http://onlinelibrary.wiley.com/doi/10.1002/anie.201507790/abstract

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