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Carbon Tetrabromide-Mediated Guanylation of Amines with N,N′-Disubstituted Thioureas: An Easy Access to Guanidines

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Abstract

A novel and efficient synthetic method utilizing CBr4 as a thiophilic reagent to facilitate one-pot oxidative condensation of amines with N,N′-disubstituted thioureas affording diverse set of guanidine derivatives is reported. The present protocol offers a valid alternative to the classical method involving toxic heavy metal salts activation due to the use of an easily available, cheap, and environmentally genial reagent, CBr4. The salient features of this protocol are its inexpensiveness, simple reaction conditions, easy purification of the products, and high yields.

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ACKNOWLEDGMENTS

We sincerely thank Sophisticated Analytical Instrumenta­tion Facility (SAIF), Punjab University, Chandigarh, for providing microanalyses and spectral data.

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This work was supported by ongoing institutional funding. No additional grants to carry out or direct this particular research were obtained.

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Correspondence to S. K. Srivastava.

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Yadav, B., Srivastava, N. & Srivastava, S.K. Carbon Tetrabromide-Mediated Guanylation of Amines with N,N′-Disubstituted Thioureas: An Easy Access to Guanidines. Russ J Org Chem 59, 1739–1746 (2023). https://doi.org/10.1134/S1070428023100093

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