Literature DB >> 18947183

Palladium-catalyzed synthesis of 2-substituted benzothiazoles via a C-H functionalization/intramolecular C-S bond formation process.

Kiyofumi Inamoto1, Chisa Hasegawa, Kou Hiroya, Takayuki Doi.   

Abstract

Catalytic synthesis of 2-substituted benzothiazoles from thiobenzanilides was achieved in the presence of a palladium catalyst through C-H functionalization/C-S bond formation. This method features the use of a novel catalytic system consisting of 10 mol % of Pd(II), 50 mol % of Cu(I), and 2 equiv of Bu4NBr that produced variously substituted benzothiazoles in high yields with good functional group tolerance.

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Year:  2008        PMID: 18947183     DOI: 10.1021/ol802033p

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


  13 in total

1.  Design and Synthesis of an Alkynyl Luciferin Analogue for Bioluminescence Imaging.

Authors:  Rachel C Steinhardt; Jessica M O'Neill; Colin M Rathbun; David C McCutcheon; Miranda A Paley; Jennifer A Prescher
Journal:  Chemistry       Date:  2016-01-19       Impact factor: 5.236

2.  Heterocycle Formation via Palladium-Catalyzed C-H Functionalization.

Authors:  Tian-Sheng Mei; Lei Kou; Sandy Ma; Keary M Engle; Jin-Quan Yu
Journal:  Synthesis (Stuttg)       Date:  2012-05-25       Impact factor: 3.157

Review 3.  Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis.

Authors:  Christopher K Prier; Danica A Rankic; David W C MacMillan
Journal:  Chem Rev       Date:  2013-03-19       Impact factor: 60.622

4.  Highly efficient water-mediated approach to access benzazoles: metal catalyst and base-free synthesis of 2-substituted benzimidazoles, benzoxazoles, and benzothiazoles.

Authors:  Manju Bala; Praveen Kumar Verma; Deepika Sharma; Neeraj Kumar; Bikram Singh
Journal:  Mol Divers       Date:  2015-03-11       Impact factor: 2.943

5.  Investigations into the carbonic anhydrase inhibition of COS-releasing donor core motifs.

Authors:  Andrea K Steiger; Yu Zhao; Won Jin Choi; Alder Crammond; McKinna R Tillotson; Michael D Pluth
Journal:  Biochem Pharmacol       Date:  2017-11-10       Impact factor: 5.858

6.  Rapid and scalable assembly of firefly luciferase substrates.

Authors:  David C McCutcheon; William B Porterfield; Jennifer A Prescher
Journal:  Org Biomol Chem       Date:  2015-02-21       Impact factor: 3.876

7.  Copper-catalyzed ortho-acylation of phenols with aryl aldehydes and its application in one-step preparation of xanthones.

Authors:  Jun Hu; Enoch A Adogla; Yong Ju; Daping Fan; Qian Wang
Journal:  Chem Commun (Camb)       Date:  2012-10-15       Impact factor: 6.222

8.  Pyridone Luciferins and Mutant Luciferases for Bioluminescence Imaging.

Authors:  Brendan S Zhang; Krysten A Jones; David C McCutcheon; Jennifer A Prescher
Journal:  Chembiochem       Date:  2018-01-31       Impact factor: 3.164

Review 9.  Palladium-catalyzed ligand-directed C-H functionalization reactions.

Authors:  Thomas W Lyons; Melanie S Sanford
Journal:  Chem Rev       Date:  2010-02-10       Impact factor: 60.622

10.  Copper-mediated amidation of heterocyclic and aromatic C-H bonds.

Authors:  Qiu Wang; Stuart L Schreiber
Journal:  Org Lett       Date:  2009-11-19       Impact factor: 6.005

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