Bismuth nitrate pentahydrate: a new and environmentally benign reagent for guanidylation of N-benzoylthioureas

doi:10.1016/S0040-4039(01)02067-6

Tetrahedron Letters

Volume 43, Issue 1, 1 January 2002, Pages 49-52

https://doi.org/10.1016/S0040-4039(01)02067-6 Get rights and content

Abstract

The bismuth nitrate-mediated guanidylation of N-benzoylthioureas was studied. This salt proved to be an effective guanylating reagent and allowed the obtention of N-benzoyl-guanidines in good yields. The methodology described is a promising alternative to the use of toxic HgCl₂ in the synthesis of polysubstituted guanidines.

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Acknowledgements

The authors thank the Brazilian Agency CAPES for a studentship to B.R.L.

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^☆: Dedicated to Professor Dr. Albert James Kascheres, now retired from Instituto de Quı́mica, Universidade Estadual de Campinas, for his outstanding contribution to organic chemists’ education in Brazil.

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Bismuth nitrate pentahydrate: a new and environmentally benign reagent for guanidylation of N-benzoylthioureas☆

Abstract

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Acknowledgements

Tetrahedron Lett.

Tetrahedron Lett.

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Nat. Prod. Rep.

Fortschr. Chem. Org. Naturst.

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Org. Lett.

J. Org. Chem.