Literature DB >> 34319123

A Ligand Exchange Process for the Diversification of Palladium Oxidative Addition Complexes.

Ryan P King1, Shane W Krska2, Stephen L Buchwald1.   

Abstract

Palladium oxidative addition complexes (OACs) have recently emerged as useful tools to enable challenging bond connections. However, each OAC can only be formed with one dative ligand at a time. As no one ligand is optimal for every cross-coupling reaction, we herein disclose a ligand exchange protocol for the preparation of a series of OACs bearing a variety of ancillary ligands from one common complex. These complexes were further applied to cross-coupling transformations.

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Year:  2021        PMID: 34319123      PMCID: PMC8437034          DOI: 10.1021/acs.orglett.1c02101

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.072


  18 in total

1.  Organic chemistry. Nanomole-scale high-throughput chemistry for the synthesis of complex molecules.

Authors:  Alexander Buitrago Santanilla; Erik L Regalado; Tony Pereira; Michael Shevlin; Kevin Bateman; Louis-Charles Campeau; Jonathan Schneeweis; Simon Berritt; Zhi-Cai Shi; Philippe Nantermet; Yong Liu; Roy Helmy; Christopher J Welch; Petr Vachal; Ian W Davies; Tim Cernak; Spencer D Dreher
Journal:  Science       Date:  2014-11-20       Impact factor: 47.728

2.  C─C Cleavage Approach to C─H Functionalization of Saturated Aza-Cycles.

Authors:  Jose B Roque; Yusuke Kuroda; Justin Jurczyk; Li-Ping Xu; Jin Su Ham; Lucas T Göttemann; Charis A Roberts; Donovon Adpressa; Josep Saurí; Leo A Joyce; Djamaladdin G Musaev; Charles S Yeung; Richmond Sarpong
Journal:  ACS Catal       Date:  2020-01-16       Impact factor: 13.084

3.  Direct 11CN-Labeling of Unprotected Peptides via Palladium-Mediated Sequential Cross-Coupling Reactions.

Authors:  Wenjun Zhao; Hong Geun Lee; Stephen L Buchwald; Jacob M Hooker
Journal:  J Am Chem Soc       Date:  2017-05-17       Impact factor: 15.419

4.  Pharmaceutical diversification via palladium oxidative addition complexes.

Authors:  Mycah R Uehling; Ryan P King; Shane W Krska; Tim Cernak; Stephen L Buchwald
Journal:  Science       Date:  2019-01-25       Impact factor: 47.728

5.  A fluoride-derived electrophilic late-stage fluorination reagent for PET imaging.

Authors:  Eunsung Lee; Adam S Kamlet; David C Powers; Constanze N Neumann; Gregory B Boursalian; Takeru Furuya; Daniel C Choi; Jacob M Hooker; Tobias Ritter
Journal:  Science       Date:  2011-11-04       Impact factor: 47.728

6.  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

Review 7.  Applications of Palladium-Catalyzed C-N Cross-Coupling Reactions.

Authors:  Paula Ruiz-Castillo; Stephen L Buchwald
Journal:  Chem Rev       Date:  2016-09-30       Impact factor: 60.622

8.  Organometallic palladium reagents for cysteine bioconjugation.

Authors:  Ekaterina V Vinogradova; Chi Zhang; Alexander M Spokoyny; Bradley L Pentelute; Stephen L Buchwald
Journal:  Nature       Date:  2015-10-29       Impact factor: 49.962

9.  Chemistry informer libraries: a chemoinformatics enabled approach to evaluate and advance synthetic methods.

Authors:  Peter S Kutchukian; James F Dropinski; Kevin D Dykstra; Bing Li; Daniel A DiRocco; Eric C Streckfuss; Louis-Charles Campeau; Tim Cernak; Petr Vachal; Ian W Davies; Shane W Krska; Spencer D Dreher
Journal:  Chem Sci       Date:  2016-01-26       Impact factor: 9.825

10.  Biaryl Phosphine Based Pd(II) Amido Complexes: The Effect of Ligand Structure on Reductive Elimination.

Authors:  Pedro Luis Arrechea; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2016-09-13       Impact factor: 15.419

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