Enantioselective synthesis of 2,3 diphenylpropanoate scaffolds via carbonylative Heck-Matsuda reactions

• Grant number: 22/14575-4
• Support Opportunities: Scholarships abroad - Research Internship - Doctorate
• Start date: May 03, 2023
• End date: April 29, 2024
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Carlos Roque Duarte Correia
• Grantee: Edson Leonardo Scarpa de Souza
• Supervisor: Matthias Beller
• Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
• Institution abroad: Leibniz Institute for Catalysis (LIKAT Rostock), Germany
• Associated to the scholarship: 19/25657-9 - Radical arilations of endocyclic encarbamates by fotoredox: development of the new method, derivatization, and synthetic applications, BP.DR

Abstract

Heck-Matsuda reactions have been used by chemists over the last 40 years to create new C-C bonds in fine chemicals. Recently, we have been working on the development of the enantioselective version of this reaction with the generation of aryldiazonium salts in situ directly from anilines. The development of the synthetically useful carbonylative version of this reaction to styrenes is one of our objectives with the project. Preliminary results by our research group demonstrated its proof-of-concept, although much experimentation is still needed for its optimization. Herein, we propose a joint project with Professor Matthias Beller, an expert in the carbonylative process, to make it a synthetically useful process. (AU)

Scientific publications

(The scientific publications listed on this page originate from the Web of Science or SciELO databases. Their authors have cited FAPESP grant or fellowship project numbers awarded to Principal Investigators or Fellowship Recipients, whether or not they are among the authors. This information is collected automatically and retrieved directly from those bibliometric databases.)

SCARPA DE SOUZA, EDSON LEONARDO; AHRENS, SEBASTIAN; JUNGE, KATHRIN; QUESADA, JORGE; BELLER, MATTHIAS. General and Anti-Markovnikov Selective Ni-Catalyzed Alkylation of Arenes and Heteroarenes with Non-Activated Olefins. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v. N/A, p. 5-pg., 2025-08-06. (22/14575-4, 19/25657-9)

DE SOUZA, EDSON LEONARDO SCARPA; NEUMANN, HELFRIED; CORREIA, CARLOS ROQUE DUARTE; BELLER, MATTHIAS. Proposing Oxalic Acid as Chemical Storage of Carbon Dioxide to Achieve Carbon Neutrality. CHEMSUSCHEM, v. 18, n. 3, p. 7-pg., 2024-12-04. (22/14575-4, 14/25770-6, 19/25657-9, 23/00383-9)

ASADPOUR, MOHAMMAD; DE SOUZA, EDSON LEONARDO SCARPA; SPANNENBERG, ANKE; CORREIA, CARLOS ROQUE DUARTE; NEUMANN, HELFRIED; BELLER, MATTHIAS. Combination of the structural components of amino acids with fatty acids: access to an unknown class of "fatty" α-amino acids by palladium-catalyzed amidocarbonylation. ORGANIC CHEMISTRY FRONTIERS, v. N/A, p. 6-pg., 2025-01-23. (14/25770-6, 19/25657-9, 22/14575-4)