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Graphene oxide-catalyzed two-step continuous-flow conversion of aryl amine to unsymmetrical thioether

  • Prasun Choudhury
  • Basudeb BasuEmail author
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Abstract

A sustainable continuous-flow protocol for the conversion of aryl amine to unsymmetrical thioether is described. This technique is a two-step process involving graphene oxide (GO) catalyzed diazotization followed by the reaction with aryl/alkyl thiols. The continuous-flow conditions afford the desired thioethers in very good yields, effectively suppressing formation of possible disulfide, a common by-product in conventional process. The flow reaction is carried out under ambient conditions, applied to a variety of aryl amines and aryl/alkyl thiols and found to be scalable. The catalytic activity of the GO bed under continuous-flow conditions is found within standard time range and recyclable for ten consecutive runs without any loss of its performance.

Graphical abstract

Continuous-flow technique is applied in graphene oxide (GO) catalyzed conversion of aryl amine to unsymmetrical thioethers.

Keywords

Arylamine Catalysis Continuous-flow reaction Diazotization Graphene oxide Green chemistry Thioether 
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Notes

Acknowledgements

Financial support from Science and Engineering Research Board (Grant No EMR/2015/000549), New Delhi, is gratefully acknowledged. PC thanks UGC, New Delhi, for Senior Research Fellowship under UGC–NET.

Supplementary material

41981_2019_48_MOESM1_ESM.pdf (1.9 mb)
ESM 1 (PDF 1899 kb)

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Copyright information

© Akadémiai Kiadó 2019

Authors and Affiliations

  1. 1.Department of ChemistryNorth Bengal UniversityDarjeelingIndia
  2. 2.Department of ChemistryRaiganj UniversityRaiganjIndia

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