Michael type reactions mediated by NbCl5.

Michael type reactions mediated by NbCl5.

Rodrigues*, Shirley Muniz Machado; Silva., Gil Valdo José da

Abstract:

Over the years researchers have been increasingly interested in the Michael addition, because this is one of the most useful reactions for the construction of carbon-carbon bonds, particularly in the synthesis of naturally occurring products and compounds with biological and pharmacological activity. We report here some experimental results involving NbCl5 mediated Michael addition followed by cyclization to bicyclic systems. Bicyclic compounds are traditionally synthesized through Diels Alder reactions. In this work, bicyclo[2.2.2]octan-2-ones have been synthesized using cross-conjugate dienes derived from cyclohexenones.

Over the years researchers have been increasingly interested in the Michael addition, because this is one of the most useful reactions for the construction of carbon-carbon bonds, particularly in the synthesis of naturally occurring products and compounds with biological and pharmacological activity. We report here some experimental results involving NbCl5 mediated Michael addition followed by cyclization to bicyclic systems. Bicyclic compounds are traditionally synthesized through Diels Alder reactions. In this work, bicyclo[2.2.2]octan-2-ones have been synthesized using cross-conjugate dienes derived from cyclohexenones.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_2013913123712

Referências bibliográficas

• [1] 1. Huffman, J. W., Potnis, S. M. and Satish, A. V.; J. Org. Chem., 1985,
• [2] 4266.
• [3] 2. Nising, C. F. and Bräse, S.; Chem. Soc. Rev., 2012, 41, 988.
• [4] 3. a) Nozaki, H.; Yamaguti, T; Ueda, S. and Kondo, K. Tetrahedron,
• [5] 1968, 24, 1445. b) Scott, J. W.; Vetter, W.; Oberhansli, W. E. and Fürst,
• [6] A.; Tetrahedron Letters, 1972, 13, 1719.
• [7] 4. White, K. B. and Reusch, W.; Tetrahedron, 1978, 2439.

Como citar:

Rodrigues*, Shirley Muniz Machado; Silva., Gil Valdo José da; "Michael type reactions mediated by NbCl5.", p-225-225. 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_2013913123712