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  Pd-catalyzed synthesis of functionalized arylketones from boronic acids and carboxylic acids activated in situ with dimethyl dicarbonate

Gooßen, L. J., Winkel, L., Döhring, A., Ghosh, K., & Paetzold, J. (2002). Pd-catalyzed synthesis of functionalized arylketones from boronic acids and carboxylic acids activated in situ with dimethyl dicarbonate. Synlett, (8), 1237-1240. doi:10.1055/s-2002-32961.

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 Creators:
Gooßen, L. J.1, Author              
Winkel, L.2, Author              
Döhring, A.3, Author              
Ghosh, K.4, Author              
Paetzold, J.1, Author              
Affiliations:
1Research Group Goossen, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445603              
2Service Department Theyssen (Technical Labs), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445632              
3Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              
4Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445588              

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Free keywords: dimethyl dicarbonate; palladium; ketones; boronic acids; carboxylic acids; catalysis
 Abstract: Highly efficient catalyst systems were developed that allow the palladium-catalyzed cross-coupling of arylboronic acids with carboxylic acids activated in situ with dimethyl dicarbonate at room temperature. As byproducts, only methanol, CO2, and boric acid are formed, making the isolation of the products particularly easy. Thus, many functionalized ketones are conveniently accessible from boronic and carboxylic acids in the presence of 1.5 equivalents of dimethyl dicarbonate and Pd(OAc)(2)-P(p-MeOPh)(3) as the catalyst, The presence of small amounts of water and a ligand-Pd ratio lower than 4 is crucial for achieving good yields at low temperatures.

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Language(s): eng - English
 Dates: 2002-08
 Publication Status: Published in print
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: eDoc: 19915
DOI: 10.1055/s-2002-32961
ISI: 000177216500005
 Degree: -

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Title: Synlett
  Alternative Title : Synlett
Source Genre: Journal
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Publ. Info: -
Pages: - Volume / Issue: (8) Sequence Number: - Start / End Page: 1237 - 1240 Identifier: ISSN: 0936-5214