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