Literature DB >> 15548082

A general palladium-catalyzed coupling of aryl bromides/triflates and thiols.

Takahiro Itoh1, Toshiaki Mase.   

Abstract

We have developed an efficient palladium-catalyzed carbon-sulfur bond formation reaction of aryl bromides, triflates, and activated aryl chloride. Using this protocol, we have shown tolerance to a wide variety of aryl thiols and alkyl thiols that can also be used as sulfide equivalents. [reaction: see text]

Entities:  

Year:  2004        PMID： 15548082     DOI： 10.1021/ol047996t

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


  27 in total

1.  One-pot synthesis of unsymmetrical diaryl thioethers by palladium-catalyzed coupling of two aryl bromides and a thiol surrogate.

Authors:  Manuel A Fernández-Rodríguez; John F Hartwig
Journal:  Chemistry       Date:  2010-02-22       Impact factor: 5.236

2.  Synthesis and structure-activity relationships of novel lincomycin derivatives. Part 2. Synthesis of 7(S)-7-deoxy-7-(4-morpholinocarbonylphenylthio)lincomycin and its 3-dimensional analysis with rRNA.

Authors:  Yoshinari Wakiyama; Ko Kumura; Eijiro Umemura; Satomi Masaki; Kazutaka Ueda; Takashi Watanabe; Mikio Yamamoto; Yoko Hirai; Keiichi Ajito
Journal:  J Antibiot (Tokyo)       Date:  2015-12-16       Impact factor: 2.649

3.  Synthesis and SARs of novel lincomycin derivatives Part 5: optimization of lincomycin analogs exhibiting potent antibacterial activities by chemical modification at the 6- and 7-positions.

Authors:  Yoshinari Wakiyama; Ko Kumura; Eijiro Umemura; Satomi Masaki; Kazutaka Ueda; Yasuo Sato; Yoko Hirai; Yoshio Hayashi; Keiichi Ajito
Journal:  J Antibiot (Tokyo)       Date:  2017-11-01       Impact factor: 2.649

4.  Copper Mediated Coupling of 2-(Piperazine)-pyrimidine Iodides with Aryl Thiols using Cu(I)Thiophene-2-carboxylate.

Authors:  Liza Shrestha; Hardik J Patel; Yanlong Kang; Sahil Sharma; Gabriela Chiosis; Tony Taldone
Journal:  Tetrahedron Lett       Date:  2017-10-23       Impact factor: 2.415

5.  Monophosphine Ligands Promote Pd-Catalyzed C-S Cross-Coupling Reactions at Room Temperature with Soluble Bases.

Authors:  Jessica Xu; Richard Y Liu; Charles S Yeung; Stephen L Buchwald
Journal:  ACS Catal       Date:  2019-06-21       Impact factor: 13.084

6.  Synthesis and structure-activity relationships of novel lincomycin derivatives part 3: discovery of the 4-(pyrimidin-5-yl)phenyl group in synthesis of 7(S)-thiolincomycin analogs.

Authors:  Yoshinari Wakiyama; Ko Kumura; Eijiro Umemura; Satomi Masaki; Kazutaka Ueda; Yasuo Sato; Takashi Watanabe; Yoko Hirai; Keiichi Ajito
Journal:  J Antibiot (Tokyo)       Date:  2016-10-05       Impact factor: 2.649

7.  Synthesis and structure-activity relationships of novel lincomycin derivatives. Part 4: synthesis of novel lincomycin analogs modified at the 6- and 7-positions and their potent antibacterial activities.

Authors:  Yoshinari Wakiyama; Ko Kumura; Eijiro Umemura; Kazutaka Ueda; Takashi Watanabe; Keiko Yamada; Takafumi Okutomi; Keiichi Ajito
Journal:  J Antibiot (Tokyo)       Date:  2017-05-31       Impact factor: 2.649

8.  Pd-catalyzed N-arylation of secondary acyclic amides: catalyst development, scope, and computational study.

Authors:  Jacqueline D Hicks; Alan M Hyde; Alberto Martinez Cuezva; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2009-11-25       Impact factor: 15.419

9.  Design, synthesis, and X-ray crystal structure of classical and nonclassical 2-amino-4-oxo-5-substituted-6-ethylthieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors and as potential antitumor agents.

Authors:  Aleem Gangjee; Wei Li; Roy L Kisliuk; Vivian Cody; Jim Pace; Jennifer Piraino; Jennifer Makin
Journal:  J Med Chem       Date:  2009-08-13       Impact factor: 7.446

10.  Resting state and elementary steps of the coupling of aryl halides with thiols catalyzed by alkylbisphosphine complexes of palladium.

Authors:  Elsa Alvaro; John F Hartwig
Journal:  J Am Chem Soc       Date:  2009-06-10       Impact factor: 15.419
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