Literature DB >> 23675976

Synthesis and application of palladium precatalysts that accommodate extremely bulky di-tert-butylphosphino biaryl ligands.

Nicholas C Bruno1, Stephen L Buchwald.   

Abstract

A series of palladacyclic precatalysts that incorporate electron-rich di-tert-butylphosphino biaryl ligands is reported. These precatalysts are easily prepared, and their use provides a general means of employing bulky ligands in palladium-catalyzed cross-coupling reactions. The application of these palladium sources to various C-N and C-O bond-forming processes is also described.

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Year:  2013        PMID： 23675976      PMCID： PMC3717594          DOI： 10.1021/ol401208t

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  16 in total

1.  C-O cross-coupling of activated aryl and heteroaryl halides with aliphatic alcohols.

Authors:  Peter E Maligres; Jing Li; Shane W Krska; John D Schreier; Izzat T Raheem
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-06       Impact factor: 15.336

2.  The selective reaction of aryl halides with KOH: synthesis of phenols, aromatic ethers, and benzofurans.

Authors:  Kevin W Anderson; Takashi Ikawa; Rachel E Tundel; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2006-08-23       Impact factor: 15.419

3.  A new biarylphosphine ligand for the Pd-catalyzed synthesis of diaryl ethers under mild conditions.

Authors:  Luca Salvi; Nicole R Davis; Siraj Z Ali; Stephen L Buchwald
Journal:  Org Lett       Date:  2011-12-19       Impact factor: 6.005

4.  Palladium-catalyzed cross-coupling of aryl chlorides and triflates with sodium cyanate: a practical synthesis of unsymmetrical ureas.

Authors:  Ekaterina V Vinogradova; Brett P Fors; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2012-06-29       Impact factor: 15.419

5.  Highly regioselective palladium-catalyzed direct arylation of oxazole at C-2 or C-5 with aryl bromides, chlorides, and triflates.

Authors:  Neil A Strotman; Harry R Chobanian; Yan Guo; Jiafang He; Jonathan E Wilson
Journal:  Org Lett       Date:  2010-08-20       Impact factor: 6.005

6.  Synthesis of imidazo[4,5-b]pyridines and imidazo[4,5-b]pyrazines by palladium catalyzed amidation of 2-chloro-3-amino-heterocycles.

Authors:  Adam J Rosenberg; Jinbo Zhao; Daniel A Clark
Journal:  Org Lett       Date:  2012-03-13       Impact factor: 6.005

7.  A new palladium precatalyst allows for the fast Suzuki-Miyaura coupling reactions of unstable polyfluorophenyl and 2-heteroaryl boronic acids.

Authors:  Tom Kinzel; Yong Zhang; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2010-10-13       Impact factor: 15.419

8.  An Efficient System For the Pd-Catalyzed Cross-Coupling of Amides and Aryl Chlorides.

Authors:  Brett P Fors; Karin Dooleweerdt; Qingle Zeng; Stephen L Buchwald
Journal:  Tetrahedron       Date:  2009-08-15       Impact factor: 2.457

9.  Formation of ArF from LPdAr(F): catalytic conversion of aryl triflates to aryl fluorides.

Authors:  Donald A Watson; Mingjuan Su; Georgiy Teverovskiy; Yong Zhang; Jorge García-Fortanet; Tom Kinzel; Stephen L Buchwald
Journal:  Science       Date:  2009-08-13       Impact factor: 47.728

10.  Completely N1-selective palladium-catalyzed arylation of unsymmetric imidazoles: application to the synthesis of nilotinib.

Authors:  Satoshi Ueda; Mingjuan Su; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2011-12-14       Impact factor: 15.419
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  36 in total

1.  Enantioselective Crossed Photocycloadditions of Styrenic Olefins by Lewis Acid Catalyzed Triplet Sensitization.

Authors:  Zachary D Miller; Byung Joo Lee; Tehshik P Yoon
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-30       Impact factor: 15.336

2.  Synthesis of diarylmethylamines via palladium-catalyzed regioselective arylation of 1,1,3-triaryl-2-azaallyl anions.

Authors:  Minyan Li; Baris Yücel; Javier Adrio; Ana Bellomo; Patrick J Walsh
Journal:  Chem Sci       Date:  2014-06-01       Impact factor: 9.825

3.  A General and Practical Palladium-Catalyzed Direct α-Arylation of Amides with Aryl Halides.

Authors:  Bing Zheng; Tiezheng Jia; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2014-01-13       Impact factor: 5.837

4.  Structure and Reactivity of [(L•Pd)n•(1,5-cyclooctadiene)] (n=1-2) Complexes Bearing Biaryl Phosphine Ligands.

Authors:  Hong Geun Lee; Phillip J Milner; Michael T Colvin; Loren Andreas; Stephen L Buchwald
Journal:  Inorganica Chim Acta       Date:  2014-10-01       Impact factor: 2.545

5.  Well-defined nickel and palladium precatalysts for cross-coupling.

Authors:  Nilay Hazari; Patrick R Melvin; Megan Mohadjer Beromi
Journal:  Nat Rev Chem       Date:  2017-03-01       Impact factor: 34.035

6.  Activity of Fluorine-Containing Analogues of WC-9 and Structurally Related Analogues against Two Intracellular Parasites: Trypanosoma cruzi and Toxoplasma gondii.

Authors:  María N Chao; Catherine Li; Melissa Storey; Bruno N Falcone; Sergio H Szajnman; Sergio M Bonesi; Roberto Docampo; Silvia N J Moreno; Juan B Rodriguez
Journal:  ChemMedChem       Date:  2016-11-25       Impact factor: 3.466

7.  Enantioselective [2+2] Cycloadditions of Cinnamate Esters: Generalizing Lewis Acid Catalysis of Triplet Energy Transfer.

Authors:  Mary Elisabeth Daub; Hoimin Jung; Byung Joo Lee; Joonghee Won; Mu-Hyun Baik; Tehshik P Yoon
Journal:  J Am Chem Soc       Date:  2019-06-07       Impact factor: 15.419

8.  Oxidative Addition Complexes as Precatalysts for Cross-Coupling Reactions Requiring Extremely Bulky Biarylphosphine Ligands.

Authors:  Bryan T Ingoglia; Stephen L Buchwald
Journal:  Org Lett       Date:  2017-05-12       Impact factor: 6.005

9.  Mild and general palladium-catalyzed synthesis of methyl aryl ethers enabled by the use of a palladacycle precatalyst.

Authors:  Chi Wai Cheung; Stephen L Buchwald
Journal:  Org Lett       Date:  2013-07-24       Impact factor: 6.005

10.  Palladium-Catalyzed Enantioselective Redox-Relay Heck Alkynylation of Alkenols To Access Propargylic Stereocenters.

Authors:  Zhi-Min Chen; Christine S Nervig; Ryan J DeLuca; Matthew S Sigman
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-03       Impact factor: 15.336
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