Synthesis of alpha-substituted styrenes

• Grant number: 10/15677-8
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• Start date: January 01, 2011
• End date: August 31, 2013
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Helio Alexandre Stefani
• Grantee: Flávia Giovana Manarin
• Host Institution: Faculdade de Ciências Farmacêuticas (FCF). Universidade de São Paulo (USP). São Paulo , SP, Brazil

Abstract

The project has its main focus on the use of potassium organotrifluoroborate salts (nucleophilic species) in cross-coupling Suzuku-Miyaura reactions between unsaturated tellurium species and organic halides (electrophilic species) catalysed by metal transition complexes (Pd, Rh, etc) to promote the formation of sp2-sp2, sp2-sp, sp-sp bonds. Nucleophilic substitution and addition reactions will be used in some subproject.

Scientific publications

(8)

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

STEFANI, HELIO A.; AMARAL, MONICA F. Z. J.; MANARIN, FLAVIA; ANDO, ROMULO A.; SILVA, NATHALIA C. S.; JUARISTI, EUSEBIO. Functionalization of 2-(S)-isopropyl-5-iodo-pyrimidin-4-ones through Cu(I)-mediated 1,3-dipolar azide-alkyne cycloadditions. Tetrahedron Letters, v. 52, n. 51, p. 6883-6886, DEC 21 2011. (10/15677-8)

STEFANI, HELIO A.; VASCONCELOS, STANLEY N. S.; MANARIN, FLAVIA; LEAL, DAIANA M.; SOUZA, FREDERICO B.; MADUREIRA, LUCAS SOUSA; ZUKERMAN-SCHPECTOR, JULIO; EBERLIN, MARCOS N.; GODOI, MARLA N.; GALAVERNA, RENAN DE SOUZA. Synthesis of 5-Organotellanyl-1H-1,2,3-triazoles: Functionalization of the 5-Position Scaffold by the Sonogashira Cross-Coupling Reaction. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v. 2013, n. 18, p. 3780-3785, JUN 2013. (12/00424-2, 10/15677-8)

STEFANI, HELIO A.; GUEOGJAN, KARINA; MANARIN, FLAVIA; FARSKY, SANDRA H. P.; ZUKERMAN-SCHPECTOR, JULIO; CARACELLI, IGNEZ; PIZANO RODRIGUES, SERGIO R.; MUSCARA, MARCELO N.; TEIXEIRA, SIMONE A.; SANTIN, JOSE R.; et al. Synthesis, biological evaluation and molecular docking studies of 3-(triazolyl)coumarin derivatives: Effect on inducible nitric oxide synthase. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, v. 58, p. 117-127, DEC 2012. (10/15677-8)

STEFANI, HELIO A.; PENA, JESUS M.; MANARIN, FLAVIA; ANDO, ROMULO A.; LEAL, DAIANA M.; PETRAGNANI, NICOLA. Negishi cross-coupling of organotellurium compounds: synthesis of biaryls, aryl-, and diaryl acetylenes. Tetrahedron Letters, v. 52, n. 34, p. 4398-4401, AUG 24 2011. (10/15677-8)

STEFANI, HELIO A.; SILVA, NATHALIA C. S.; VASCONCELOS, STANLEY N. S.; MANARIN, FLAVIA; SOUZA, FREDERICO B.. Functionalization of 5-telluro-1,2,3-triazoles: Te/Li exchange and Suzuki-Miyaura cross-coupling reaction. Tetrahedron Letters, v. 54, n. 22, p. 2809-2812, MAY 29 2013. (12/00424-2, 10/15677-8)

STEFANI, HELIO A.; LEAL, DAIANA M.; MANARIN, FLAVIA. 4-Organochalcogenoyl-1H-1,2,3-triazoles: synthesis and functionalization by a nickel-catalyzed Negishi cross-coupling reaction. Tetrahedron Letters, v. 53, n. 48, p. 6495-6499, NOV 28 2012. (10/15677-8)

STEFANI, HELIO A.; KHAN, AMNA N.; MANARIN, FLAVIA; VENDRAMINI, PEDRO H.; EBERLIN, MARCOS N.. Synthesis of alpha-alkenyl-alpha-amino esters via addition of potassium Alkenyltrifluoroborate salts to imine in the presence of Yb(OTf)(3). Tetrahedron Letters, v. 54, n. 46, p. 6204-6207, NOV 13 2013. (12/00424-2, 10/15677-8)

STEFANI, HELIO A.; SILVA, NATHALIA C. S.; MANARIN, FLAVIA; LUEDTKE, DIOGO S.; ZUKERMAN-SCHPECTOR, JULIO; MADUREIRA, LUCAS SOUSA; TIEKINK, EDWARD R. T.. Synthesis of 1,2,3-triazolylpyranosides through click chemistry reaction. Tetrahedron Letters, v. 53, n. 14, p. 1742-1747, APR 4 2012. (10/15677-8)