Synthesis of Fentanyl under Continuous Photoflow Conditions

Author(s)

Braga, Felipe C. ; Ramos, Tiago O. ; Brocksom, Timothy J. ; de Oliveira, Kleber T.

• Document type: Journal article
• Source: ORGANIC LETTERS; v. 24, n. 45, p. 6-pg., 2022-11-08.

Abstract

An advantageous and original synthesis of fentanyl is described. This new approach includes two efficient continuous flow reductive aminations achieved via photoredox catalysis and a final batch acylation. A telescoped protocol for the two photocatalyzed steps is also presented, and overall, this protocol provides improved sustainability, significant efficiency, reduced temperatures and reaction times, and is functional for scaling up this relevant active pharmaceutical ingredient (API). (AU)

• FAPESP's process: 13/07276-1 - CEPOF - Optics and Photonic Research Center
• Grantee: Vanderlei Salvador Bagnato
• Support Opportunities: Research Grants - Research, Innovation and Dissemination Centers - RIDC
• FAPESP's process: 19/27176-8 - Asymmetric photocatalysis applied to the synthesis of Brivaracetam: synthetic approaches employing enabling technologies for chemical synthesis
• Grantee: Kleber Thiago de Oliveira
• Support Opportunities: Regular Research Grants
• FAPESP's process: 21/06110-9 - Application of continuous flow chemistry in the synthesis of Active Pharmaceutical Ingredients (APIs): cannabidiol, fentanyl, and ibuprofen
• Grantee: Felipe Camargo Braga
• Support Opportunities: Scholarships in Brazil - Post-Doctoral