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One-pot homologation of boronic acids

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Watson_2015_OL_One_pot_CC.pdf (724.1Kb)
Date
18/12/2015
Author
Muir, Calum W.
Vantourout, Julien C.
Isidro-Llobet, Albert
Macdonald, Simon J. F.
Watson, Allan J. B.
Keywords
Boronic acids
Chemical reactivity
Organometallic reagents
QD Chemistry
NDAS
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Abstract
Formal homologation of sp2-hybridized boronic acids is achieved via cross-coupling of boronic acids with conjunctive haloaryl BMIDA components in the presence of a suitably balanced basic phase. The utility of this approach to provide a platform for diversity-oriented synthesis in discovery medicinal chemistry is demonstrated in the context of the synthesis of a series of analogues of a BET bromodomain inhibitor.
Citation
Muir , C W , Vantourout , J C , Isidro-Llobet , A , Macdonald , S J F & Watson , A J B 2015 , ' One-pot homologation of boronic acids ' , Organic Letters , vol. 17 , no. 24 , pp. 6030-6033 . https://doi.org/10.1021/acs.orglett.5b03030
Publication
Organic Letters
Status
Peer reviewed
DOI
https://doi.org/10.1021/acs.orglett.5b03030
ISSN
1523-7060
Type
Journal article
Rights
© 2015 American Chemical Society. This is an open access article published under a Creative Commons Attribution (CC-BY) License, which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
Description
This work was supported by the Engineering and Physical Sciences Research Council (EPSRC).
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  • University of St Andrews Research
URI
http://hdl.handle.net/10023/12684

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