Dezembro 2013 vol. 1 num. 2 - Brazilian Meeting on Organic Synthesis 2013
Abstract - Open Access.
Construction of Diarylmethane Compounds. Synthesis of tolpropamine via Heck-Matsuda Reaction
Silva, Allan Ribeiro da ; Prediger, Patrícia ; Correia, Carlos Roque Duarte ;
Abstract:
Tolpopramine is a antihistamine and antipruritic drug used for skin diseases treatment such as allergy and itch. Previous syntheses relied on the Witting reaction to obtain 1-phenyl-1-(p-tolyl)ethane followed by hydroaminomethylation reaction using rhodium catalysis. This methodology does not provide conditions for an enantiosselective reaction. The compound 1 could be easily obtained from two Heck-Matsuda reactions from the N-protected allylamine 3.
Abstract:
Palavras-chave: Heck-Matsuda reaction, arenediazonium salts, diarylmethane compounds,
Palavras-chave:
DOI: 10.5151/chempro-15bmos-BMOS2013_2013818131420
Referências bibliográficas
- [1] 1 Li, S., Huang, K., Zhang, J., Wu, W., Zhang, X. Org. Lett. 2013, 15, 1036
- [2] 2 Prediger, P., Barbosa, L. S. F.; G Correia, C. R. D. J. Org.
- [3] Chem. 2011, 76, 7737.
- [4] 3 Taylor, J. G.; Correia, C. R. D. J. Org. Chem 2011, 76, 857.
Como citar:
Silva, Allan Ribeiro da; Prediger, Patrícia; Correia, Carlos Roque Duarte; "Construction of Diarylmethane Compounds. Synthesis of tolpropamine via Heck-Matsuda Reaction", p. 162 . In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013.
São Paulo: Blucher,
2013.
ISSN 2318-4043,
DOI 10.5151/chempro-15bmos-BMOS2013_2013818131420
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