Aluminum promotes easy access to high substituted trihalomethyl triazolyl homoallylic alcohols

Aluminum promotes easy access to high substituted trihalomethyl triazolyl homoallylic alcohols

Wiethan, Carson W.; Bonacorso, Helio G.; Moraes, Maiara C.; Andrighetto, Rosália; Belo, Chaiene R.; Martins, Marcos A. P.; Zanatta, Nilo

Abstract:

Homoallylic alcohols are high featured in synthetic procedures to the build of many biologically active molecules, such as macrolides, polyhydroxylated natural products, and polyether antibiotics. To access these versatile synthons, the insertion of allylic organometallics to carbonyl compounds are one of the most remarkable tools found in the literature. Besides homoallylic alcohols, triazoles also show several applications in many branches of modern chemistry, like pharmacological and agriculture field. Thus, in view of importance of the cited compounds, the aim of this work is to report the results obtained from insertion of allyl aluminum compounds to 5-alkyl(aryl)-1-(2,6-difluorobenzil)-4- trihaloacetyl-1H-1,2,3-triazoles.

Homoallylic alcohols are high featured in synthetic procedures to the build of many biologically active molecules, such as macrolides, polyhydroxylated natural products, and polyether antibiotics. To access these versatile synthons, the insertion of allylic organometallics to carbonyl compounds are one of the most remarkable tools found in the literature. Besides homoallylic alcohols, triazoles also show several applications in many branches of modern chemistry, like pharmacological and agriculture field. Thus, in view of importance of the cited compounds, the aim of this work is to report the results obtained from insertion of allyl aluminum compounds to 5-alkyl(aryl)-1-(2,6-difluorobenzil)-4- trihaloacetyl-1H-1,2,3-triazoles.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_2013610213727

Referências bibliográficas

• [1] 1 (a) Nicolaou, K. C.; Kim, D. W.; Baati, R. Angew. Chem. Int. Ed. 2002, 41,
• [2] 3701.
• [3] 2 Yamamoto, H.; Oshima, K. Main Group Metals in Organic Synthesis,
• [4] Wiley-VCH, Weinheim, 2004.
• [5] 3 (a) Roush, W. R. In Compreh. Org. Synth.; Heathcock, C. H., Ed.;
• [6] Pergamon: Oxford 1990, Vol. 2 (b) S. E. Denmark, J. Fu, Chem. Rev.
• [7] 2003, 103, 2763.

Como citar:

Wiethan, Carson W.; Bonacorso, Helio G.; Moraes, Maiara C.; Andrighetto, Rosália; Belo, Chaiene R.; Martins, Marcos A. P.; Zanatta, Nilo; "Aluminum promotes easy access to high substituted trihalomethyl triazolyl homoallylic alcohols", p-143-143. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_2013610213727