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Current Organic Chemistry

Author(s): Vitor F. Ferreira*, Thais de B. da Silva, Fernanda P. Pauli, Patricia G. Ferreira, Luana da S. M. Forezi, Carolina G. de S. Lima and Fernando de C. da Silva*

DOI: 10.2174/1385272824999200805114837

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Dimroth´s Rearrangement as a Synthetic Strategy Towards New Heterocyclic Compounds

Page: [1999 - 2018] Pages: 20

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Abstract

Molecular rearrangements are important tools to increase the molecular diversity of new bioactive compounds, especially in the class of heterocycles. This review deals specifically with a very famous and widely applicable rearrangement known as the Dimroth Rearrangement. Although it has originally been observed for 1,2,3-triazoles, its amplitude was greatly expanded to other heterocycles, as well as from laboratory to large scale production of drugs and intermediates. The reactions that were discussed in this review were selected with the aim of demonstrating the windows that may be open by the Dimroth's rearrangement, especially in what regards the development of new synthetic approaches toward biologically active compounds.

Keywords: Heterocycles, synthesis, azoles, 1, 2, 3-triazoles, pyrimidine, quinazoline.

Graphical Abstract

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