Literature DB >> 18648490

Phosphinite- and phosphite-based Type I palladacycles as highly active catalysts for addition reactions of arylboronic acids with aldehydes, α,β-unsaturated ketones, α-ketoesters, and aldimines.

Ping He1, Yong Lu, Qiao-Sheng Hu.   

Abstract

Phosphinite- and phosphite-based Type I palladacycle-catalyzed additions of arylboronic acids with aldehydes, α,β-unsaturated ketones, α-ketoesters and aldimines are described. Our study showed that readily available phosphinite- and phosphite-based Type I palladacycles could possess higher catalytic activity than phosphine-based palladacycles and were highly active, practical catalysts. Our study may pave the road for development of optically active phosphinite- and phosphite-based palladacycles for asymmetric catalysis.

Entities:  

Year:  2007        PMID: 18648490      PMCID: PMC2031830          DOI: 10.1016/j.tetlet.2007.05.119

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  43 in total

1.  Development of bifunctional salen catalysts: rapid, chemoselective alkylations of alpha-ketoesters.

Authors:  Erin F DiMauro; Marisa C Kozlowski
Journal:  J Am Chem Soc       Date:  2002-10-30       Impact factor: 15.419

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.  Rhodium-catalyzed asymmetric addition of aryl- and alkenylboronic acids to isatins.

Authors:  Ryo Shintani; Mitsunori Inoue; Tamio Hayashi
Journal:  Angew Chem Int Ed Engl       Date:  2006-05-12       Impact factor: 15.336

5.  A ligand-library approach to the highly efficient rhodium/phosphoramidite-catalyzed asymmetric arylation of N,N-dimethylsulfamoyl-protected aldimines.

Authors:  Richard B C Jagt; Patrick Y Toullec; Danny Geerdink; Johannes G de Vries; Ben L Feringa; Adriaan J Minnaard
Journal:  Angew Chem Int Ed Engl       Date:  2006-04-21       Impact factor: 15.336

6.  Preferential oxidative addition in palladium(0)-catalyzed suzuki cross-coupling reactions of dihaloarenes with arylboronic acids.

Authors:  Cheng-Guo Dong; Qiao-Sheng Hu
Journal:  J Am Chem Soc       Date:  2005-07-20       Impact factor: 15.419

7.  Palladium-catalyzed addition of arylboronic acids to aldehydes.

Authors:  Tetsuya Yamamoto; Tetsuo Ohta; Yoshihiko Ito
Journal:  Org Lett       Date:  2005-09-15       Impact factor: 6.005

8.  2H-Chromenes from salicylaldehydes by a catalytic petasis reaction

Authors: 
Journal:  Org Lett       Date:  2000-12-14       Impact factor: 6.005

9.  Palladium-catalyzed enantioselective conjugate addition of arylboronic acids.

Authors:  Francesca Gini; Bart Hessen; Adriaan J Minnaard
Journal:  Org Lett       Date:  2005-11-10       Impact factor: 6.005

10.  Pd(II)-bipyridine catalyzed conjugate addition of arylboronic acid to alpha,beta-unsaturated carbonyl compounds.

Authors:  Xiyan Lu; Shaohui Lin
Journal:  J Org Chem       Date:  2005-11-11       Impact factor: 4.354

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  7 in total

1.  Rhodium(I)/diene-catalyzed addition reactions of arylborons with ketones.

Authors:  Yuan-Xi Liao; Chun-Hui Xing; Qiao-Sheng Hu
Journal:  Org Lett       Date:  2012-03-01       Impact factor: 6.005

2.  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

3.  Sequential aldol condensation-transition metal-catalyzed addition reactions of aldehydes, methyl ketones, and arylboronic acids.

Authors:  Yuan-Xi Liao; Chun-Hui Xing; Matthew Israel; Qiao-Sheng Hu
Journal:  Org Lett       Date:  2011-03-18       Impact factor: 6.005

4.  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

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

Authors:  Yuan-Xi Liao; Qiao-Sheng Hu
Journal:  European J Org Chem       Date:  2012-09-05

6.  Ir(COD)Cl]2/Tris(2,4-di-t-butylphenyl)phosphite-Catalyzed Addition Reactions of Arylboronic Acids with Aldehydes.

Authors:  Yuan-Xi Liao; Jie Dong; Qiao-Sheng Hu
Journal:  Tetrahedron Lett       Date:  2018-03-02       Impact factor: 2.415

7.  Ru/Me-BIPAM-catalyzed asymmetric addition of arylboronic acids to aliphatic aldehydes and α-ketoesters.

Authors:  Yasunori Yamamoto; Tomohiko Shirai; Momoko Watanabe; Kazunori Kurihara; Norio Miyaura
Journal:  Molecules       Date:  2011-06-17       Impact factor: 4.411

  7 in total

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