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Copper mediated atom transfer radical cyclisations with AIBN

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Clark, Andrew J. and Wilson, Paul (2008) Copper mediated atom transfer radical cyclisations with AIBN. Tetrahedron Letters, Vol.49 (No.33). pp. 4848-4850. doi:10.1016/j.tetlet.2008.06.016 ISSN 0040-4039.

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Official URL: http://dx.doi.org/10.1016/j.tetlet.2008.06.016

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Abstract

We have shown that it is possible to mediate a range of 5-exo trig and 5-exo dig atom transfer radical cyclisations of bromoacetamides using 0.1-1 mol % CuBr or CuBT2 in conjunction with 0.1-1 mol % tri(pyridin-2-ylmethyl)amine and 10 mol % AIBN. This equates to a 30-300-fold reduction in the amount of catalyst previously reported for these reactions and allows cyclisation to be carried out with the more oxidatively stable CuBr2 without the requirement of an inert atmosphere. (C) 2008 Elsevier Ltd. All rights reserved.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science, Engineering and Medicine > Science > Chemistry
Library of Congress Subject Headings (LCSH): Copper, Ring formation (Chemistry), Radicals (Chemistry), Azobisisobutyronitrile, Lactams, Catalysis
Journal or Publication Title: Tetrahedron Letters
Publisher: Elsevier
ISSN: 0040-4039
Official Date: 11 August 2008
Dates:
DateEvent
11 August 2008Published
Volume: Vol.49
Number: No.33
Number of Pages: 3
Page Range: pp. 4848-4850
DOI: 10.1016/j.tetlet.2008.06.016
Status: Peer Reviewed
Publication Status: Published
Access rights to Published version: Restricted or Subscription Access
Funder: Engineering and Physical Sciences Research Council (EPSRC)

Data sourced from Thomson Reuters' Web of Knowledge

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