Friedel-Crafts-Type Arylation Strategy for the Conversion of Alkyl 2-((Diphenoxyphosphoryl)oxy)-2-arylacetates to α,α-Diaryl Esters

Author(s)

Capellaro, Kaue C. ; Goulart, Tales A. C. ; Gallo, Rafael D. C. ; de S. Schenfel, Juliana ; Jurberg, Igor D.

• Document type: Journal article
• Source: ACS ORGANIC & INORGANIC AU; v. 4, n. 1, p. 7-pg., 2023-11-09.

Abstract

An arylation strategy allowing the conversion of alkyl 2-((diphenoxyphosphoryl)oxy)-2-arylacetates to alpha,alpha-diaryl esters is reported. This transformation can be promoted by TfOH when the starting organic phosphates do not carry para-alkoxy groups on their aryl rings, but it does not require any additives when such groups are present. These alkyl 2-((diphenoxyphosphoryl)oxy)-2-arylacetates can be readily accessed from the insertion of diphenyl phosphate into aryldiazoacetates. (AU)

• FAPESP's process: 19/09380-7 - Evaluation of new cross linking agents
• Grantee: Kauê Caires Capellaro
• Support Opportunities: Scholarships in Brazil - Scientific Initiation
• FAPESP's process: 20/00144-6 - Structural proteomics: design, synthesis and application of new generation crosslinking agents
• Grantee: Rafael Douglas Clemente Gallo
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• FAPESP's process: 22/01750-2 - Synthesis of guanidine derivatives exhibiting potential biological activities
• Grantee: Tales Antonio Camargo Goulart
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• FAPESP's process: 22/01104-3 - Photochemistry with visible light aiming at the mild formation of carbenes and nitrenes as versatile intermediates for the functionalization of organic molecules
• Grantee: Igor Dias Jurberg
• Support Opportunities: Regular Research Grants
• FAPESP's process: 19/17721-9 - The role of Chemistry in holobiont adaptation
• Grantee: Roberto Gomes de Souza Berlinck
• Support Opportunities: Research Projects - Thematic Grants