New methodologies to form C-C bonds from sulfoxonium ylides

• Grant number: 23/02675-7
• Support Opportunities: Regular Research Grants
• Start date: July 01, 2023
• End date: June 30, 2025
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Antonio Carlos Bender Burtoloso
• Grantee: Antonio Carlos Bender Burtoloso
• Host Institution: Instituto de Química de São Carlos (IQSC). Universidade de São Paulo (USP). São Carlos , SP, Brazil

Abstract

This research project proposes to explore the formation of new C-C bonds using sulfoxonium ylides through four different reaction methods: epoxide opening, halogenation-arylation, addition reactions in electrophilic species derived from alkenes, and classical and photocatalytic radical reactions. (AU)

Scientific publications

(6)

(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)

ECHEMENDIA, RADELL; CAPELLARO, KAUE C.; BURTOLOSO, ANTONIO C. B.. Photochemical Reactions of Sulfur Ylides. CURRENT ORGANIC CHEMISTRY, v. 28, n. 13, p. 13-pg., 2024-01-01. (19/12300-5, 22/09140-9, 23/02675-7)

MIZOBUCHI, EDUARDO F.; BURTOLOSO, ANTONIO C. B.. The Acylation of α-Carbonyl Sulfoxonium Ylides with N-Hydroxyphthalimide Esters. SYNTHESIS-STUTTGART, v. N/A, p. 8-pg., 2024-10-02. (20/15230-5, 23/02675-7)

ECHEMENDIA, RADELL; MONTGOMERY, CARLEE A.; CUZZUCOLI, FABIO; BURTOLOSO, ANTONIO C. B.; MURPHY, GRAHAM K.. Direct trifluoroethylation of carbonyl sulfoxonium ylides using hypervalent iodine compounds. Beilstein Journal of Organic Chemistry, v. 20, p. 9-pg., 2024-12-04. (23/02675-7, 19/12300-5, 22/09140-9)

DE JESUS, MATHEUS P.; BURTOLOSO, ANTONIO C. B.. Revisiting the Reaction of Sulfur Ylides with Acetylenic Esters: Synthesis of Trisubstituted 1,3-Dienes, α-Carbonyl Vinyl Sulfoxides and α-Carbonyl Vinyl Sulfoxonium Ylides. CHEMISTRY-AN ASIAN JOURNAL, v. 19, n. 23, p. 7-pg., 2024-10-28. (20/07143-5, 20/15230-5, 23/02675-7)

CAMARA, VIKTOR S.; DA SILVA, AISLAN L.; DA LUZ, LILIAN C.; RODEMBUSCH, FABIANO S.; SANTIAGO, PEDRO H. O.; ELLENA, JAVIER; BURTOLOSO, ANTONIO C. B.. Unveiling a Strategy for Ring Opening of Epoxides: Synthesis of 2-Hydroxyindolinylidenes Using α-Ester Sulfoxonium Ylides. ORGANIC LETTERS, v. 26, n. 5, p. 6-pg., 2024-01-29. (20/15230-5, 17/15850-0, 21/10066-5, 22/00496-5, 23/02675-7)

ECHEMENDIA, RADELL; TO, AVERY J.; MURPHY, GRAHAM K.; BURTOLOSO, ANTONIO C. B.. Copper-Catalyzed α-Arylation of Sulfoxonium Ylides Using Hypervalent Iodine Compounds. ADVANCED SYNTHESIS & CATALYSIS, v. 366, n. 3, p. 6-pg., 2023-12-28. (19/12300-5, 22/09140-9, 23/02675-7)