Synthesis of Dihydropyrazoles via Pd-Catalyzed Heterocyclization/Carbonylation Reaction: Development and Parameterization Studies

Author(s)

Barboza, Amanda A. ; Dantas, Juliana A. ; Jardim, Guilherme A. M. ; Neto, Attilio C. ; Oliveira, Willian X. C. ; Gensch, Tobias ; Ferreira, Marco A. B.

• Document type: Journal article
• Source: CHEMCATCHEM; v. 14, n. 20, p. 5-pg., 2022-10-01.

Abstract

A Pd-catalyzed heterocyclization/carbonylation cascade reaction encompassing the formation of 3 new bonds, affording dihydropyrazole-esters in moderate to excellent yields and good functional group tolerance is described, comprising a new methodology for direct access to esterified heterocycles using alcohols as readily available feedstock. Optimization was carried out along with a phosphine/base parameterization study, providing important structure-reactivity insights for pyridine-bases, mono- and bisphosphines. (AU)

• FAPESP's process: 20/01255-6 - Application of statistical tools in catalysis for understanding and predicting organic reactions
• Grantee: Marco Antonio Barbosa Ferreira
• Support Opportunities: Regular Research Grants
• FAPESP's process: 20/10246-0 - Nuclear magnetic resonance spectroscopy: from pulse sequences to structural assignments
• Grantee: Claudio Francisco Tormena
• Support Opportunities: Research Projects - Thematic Grants
• FAPESP's process: 20/13563-7 - Prediction and design of catalytic processes using statistical modeling
• Grantee: Attilio Chiavegatti Neto
• Support Opportunities: Scholarships in Brazil - Doctorate (Direct)