Synthesis of alpha-amino-1,3-dicarbonyl compounds via Ugi flow chemistry reaction: access to functionalized 1,2,3-triazoles

Author(s)

Vasconcelos, Stanley N. S. ^[1] ; Fornari, Evelin ^[1] ; Caracelli, Ignez ^[2] ; Stefani, Helio A. ^[1]

Affiliation

^[1] Univ Sao Paulo, Fac Ciencias Farmaceut, Dept Farm, Sao Paulo, SP - Brazil

^[2] Univ Fed Sao Carlos, Dept Fis, Sao Carlos, SP - Brazil

• Document type: Journal article
• Source: MOLECULAR DIVERSITY; v. 21, n. 4, p. 893-902, NOV 2017.
• Web of Science Citations: 1

Abstract

The Ugi multicomponent reaction has been used as an important synthetic route to obtain compounds with potential biological activity. We present the rapid and efficient synthesis of -amino-1,3-dicarbonyl compounds in moderate to good yields via Ugi flow chemistry reactions performed with a continuous flow reactor. Such -amino-1,3-dicarbonyl compounds can act as precursors for the production of -amino acids via hydrolysis of the ethyl ester group as well as building blocks for the synthesis of novel compounds with the 1,2,3-triazole ring. The -amino acid derivatives of the Ugi flow chemistry reaction products were then used for dipeptide synthesis. (AU)

• FAPESP's process: 13/17960-7 - Functionalization of 3-iodo-(L)-Tyrosine via Suzuki-Miyaura Reaction Using Potassium Organotrifluoroborate salts
• Grantee: Stanley Nunes Siqueira Vasconcelos
• Support Opportunities: Scholarships in Brazil - Doctorate
• FAPESP's process: 12/00424-2 - Synthesis of small libraries using potassium Organotrifluoroborates in Suzuki-Miyaura reactions
• Grantee: Helio Alexandre Stefani
• Support Opportunities: Research Projects - Thematic Grants