Synthesis and functionalization of 1,2,3-triazoles via cycloaddition [3 +2] azide in the presence of acetylenes.

Synthesis and functionalization of 1,2,3-triazoles via cycloaddition [3 +2] azide in the presence of acetylenes.

Canduzini*(PG), Hugo A.; Pedrozo, Eliane C.; Manarin, Flávia G.; Stefani, Hélio A.

Abstract:

Sharpless and Medal research groups discovered that a cycloaddition of an azide to alkyne could be catalyzed by Cu(I) species to give 1,4-disubstituted 1,2,3-triazoles. The potential of organic azides as a highly selective and energetic functional group is highlighted, and the dipolar cycloaddition [3 +2] with alkynes is among the most important tools in organic synthesis of new compounds. Triazoles have a wide applicability like medicines and pesticides. Considerable efforts have been made to develop protocols in the synthesis of these types of compounds.

Sharpless and Medal research groups discovered that a cycloaddition of an azide to alkyne could be catalyzed by Cu(I) species to give 1,4-disubstituted 1,2,3-triazoles. The potential of organic azides as a highly selective and energetic functional group is highlighted, and the dipolar cycloaddition [3 +2] with alkynes is among the most important tools in organic synthesis of new compounds. Triazoles have a wide applicability like medicines and pesticides. Considerable efforts have been made to develop protocols in the synthesis of these types of compounds.

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DOI: 10.5151/chempro-14bmos-R0350-1

Referências bibliográficas

• [1] 1Kolb, H.C.; Finn, M.G.; Sharpless, K.B. Angew. Chem. Int. Ed. 2001, 40, 2004.
• [2] 2Himo F.; Lovell T.; Hilgraf R.; Rostovtsev V. V.; Noodleman L.; Sharpless K.B.; Fokin V. V., J. Am. Chem. Soc. 2005, 127, 210.
• [3] 3Molander, G. A.; Ham, J. Org. Lett. 2006, 8, 2767.

Como citar:

Canduzini*(PG), Hugo A.; Pedrozo, Eliane C.; Manarin, Flávia G.; Stefani, Hélio A.; "Synthesis and functionalization of 1,2,3-triazoles via cycloaddition [3 +2] azide in the presence of acetylenes.", p-350-350. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0350-1