Literature DB >> 23335856

Tandem Aldol Condensation - Platinacycle-Catalyzed Addition Reactions of Aldehydes, Methyl Ketones and Arylboronic Acids.

Yuan-Xi Liao1, Qiao-Sheng Hu.   

Abstract

Tandem aldol condensation of aldehydes with methyl ketones followed by anionic four-electron donor-based (Type I) platinacycle-catalyzed addition reactions of arylboronic acids to form β-arylated ketones is described. Good to excellent yields of β-arylated ketones were obtained for the tandem reactions of aromatic/aliphatic aldehydes, methyl ketones and arylboronic acids, and moderate yields were observed for the tandem reaction with α, β-unsaturated aldehydes as the aldehyde source.

Entities:  

Year:  2012        PMID: 23335856      PMCID: PMC3547403          DOI: 10.1002/ejoc.201200867

Source DB:  PubMed          Journal:  European J Org Chem        ISSN: 1099-0690


  37 in total

1.  Rhodium-catalyzed carbon-carbon bond forming reactions of organometallic compounds.

Authors:  Keith Fagnou; Mark Lautens
Journal:  Chem Rev       Date:  2003-01       Impact factor: 60.622

2.  Palladacyclic catalysts in C-C and C-heteroatom bond-forming reactions.

Authors:  Robin B Bedford
Journal:  Chem Commun (Camb)       Date:  2003-08-07       Impact factor: 6.222

Review 3.  The potential of palladacycles: more than just precatalysts.

Authors:  Jairton Dupont; Crestina S Consorti; John Spencer
Journal:  Chem Rev       Date:  2005-06       Impact factor: 60.622

4.  Stereoselective RhI-catalyzed tandem conjugate addition of boronic acids-Michael cyclization.

Authors:  Cristina Navarro; Aurelio G Csákÿ
Journal:  Org Lett       Date:  2007-12-15       Impact factor: 6.005

5.  A C(2)-symmetric chiral bis-sulfoxide ligand in a rhodium-catalyzed reaction: asymmetric 1,4-addition of sodium tetraarylborates to chromenones.

Authors:  Jun Chen; Junmin Chen; Feng Lang; Xiangyang Zhang; Linfeng Cun; Jin Zhu; Jingen Deng; Jian Liao
Journal:  J Am Chem Soc       Date:  2010-04-07       Impact factor: 15.419

6.  Asymmetric 1,4-addition of arylboronic acids to 2,3-dihydro-4-pyridones catalyzed by axially chiral NHC-Pd(II) complexes.

Authors:  Qin Xu; Rui Zhang; Tao Zhang; Min Shi
Journal:  J Org Chem       Date:  2010-06-04       Impact factor: 4.354

7.  Fluorenone synthesis by palladacycle-catalyzed sequential reactions of 2-bromobenzaldehydes with arylboronic acids.

Authors:  Tao-Ping Liu; Yuan-Xi Liao; Chun-Hui Xing; Qiao-Sheng Hu
Journal:  Org Lett       Date:  2011-04-11       Impact factor: 6.005

8.  Aryl ketone synthesis via tandem orthoplatinated triarylphosphite-catalyzed addition reactions of arylboronic acids with aldehydes followed by oxidation.

Authors:  Yuan-Xi Liao; Qiao-Sheng Hu
Journal:  J Org Chem       Date:  2010-10-15       Impact factor: 4.354

9.  Unprecedented selectivity via electronic substrate recognition in the 1,4-addition to cyclic olefins using a chiral disulfoxide rhodium catalyst.

Authors:  Justus J Bürgi; Ronaldo Mariz; Michele Gatti; Emma Drinkel; Xinjun Luan; Sascha Blumentritt; Anthony Linden; Reto Dorta
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

10.  A homogeneous, recyclable rhodium(I) catalyst for the hydroarylation of Michael acceptors.

Authors:  Ranjan Jana; Jon A Tunge
Journal:  Org Lett       Date:  2009-02-19       Impact factor: 6.005

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