Synthesis and applications of 4-substituted 1-(4-iodophenyl)pyrrolidine-2,5-diones

Author(s)

Ali, Bakhat ^[1] ; Shamim, Anwar ^[2] ; Vasconcelos, Stanley N. S. ^[1] ; Stefani, Helio A. ^[1]

Affiliation

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

^[2] Univ Sao Paulo, Inst Quim, Sao Paulo, SP - Brazil

• Document type: Journal article
• Source: Tetrahedron Letters; v. 56, n. 28, p. 4234-4241, JUL 8 2015.
• Web of Science Citations: 1

Abstract

The synthesis of 4-substituted 1-(4-iodophenyl)pyrrolidine-2,5-dione derivatives was achieved through an addition reaction between amines and a thiol in the presence of PMDTA as a base and a copper salt. The derivatives containing a terminal acetylene moiety were converted to the corresponding 1,4-triazolyl derivatives. The 1-(4-iodophenyl)pyrrolidine-2,5-dione derivatives were functionalized through oxidation alkylation and allylation reactions. In general, the compounds were obtained in moderate-to-good yields. (C) 2015 Elsevier Ltd. All rights reserved. (AU)

• 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
• FAPESP's process: 12/17954-4 - Cyclization reaction of Acetyl- and Ethylpyrrolidin-2-one with Potassium Organotrifluoroborate Salts
• Grantee: Bakhat Ali
• Support Opportunities: Scholarships in Brazil - Post-Doctoral