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Synthesis 2023; 55(05): 826-836
DOI: 10.1055/a-1976-4931
paper

XantPhos Pd-G3 as an Efficient Catalyst: Microwave-Assisted C–S Cross-Coupling Reaction in DMF

Authors

  • Rakhi Katla  ‡

    a   Organic Catalysis and Biocatalysis Laboratory - LACOB, Federal University of Grande Dourados-UFGD, Dourados/MS, Brazil

  • Ramesh Katla  ‡

    b   Foreign Visiting Professor, School of Chemistry and Food, Federal University of Rio Grande-FURG, Rio Grande, RS-Brazil

  • Nelson L. C. Domingues  ∗

    a   Organic Catalysis and Biocatalysis Laboratory - LACOB, Federal University of Grande Dourados-UFGD, Dourados/MS, Brazil

The present work has been done with the support from CNPq, Brazilian National Council for Scientific and Technological Development–Brazil and TWAS, the academy of sciences for the developing world. The authors N. L. C. D. and R. K. thank the ‘CNPq-TWAS fellow’. The author (N.L.C.D) thanks Fundação de Apoio ao Disinvolvement do Ensino­, Ciência e Tecnologia do Estado de Mato Grosso do Sul (FUNDECT­/Brazil - Chamada FUNDECT/CNPq N° 15/2014–PRONEM–MS and Chamada FUNDECT N° 06/2017–UNIVERSAL-MS) and the Conselho Nacional de Desenvolvimento Científico e Tecnológico (Chamada CNPq Nº 12/2017 - Bolsas de Produtividade em Pesquisa - PQ) for financial support and fellowship.
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Abstract

Buchwald precatalyst (XantPhos Pd-G3) was employed for the first time in a C–S cross-coupling reaction involving 2-(4-bromophenyl)benzothiazole or 5-bromo-2,1,3-benzothiadiazole with various benzenethiols in DMF, K2CO3 as a base, under microwave irradiation at 80 °C, 200 W. Good to excellent yields of the desired products were obtained under microwave conditions. Other significant benefits of this synthetic approach are low catalyst loading, short reaction times, and eco-friendly conditions. Additionally, 29 compounds were successfully synthesized, some of which are new in this protocol.

Key words

xantphos-Pd G3 - C–S cross-coupling - thiophenols - MWI - DMF

Supporting Information



Publikationsverlauf

Eingereicht: 20. Oktober 2022

Angenommen: 10. November 2022

Accepted Manuscript online:
10. November 2022

Artikel online veröffentlicht:
30. November 2022

© 2022. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 

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