Synthesis and applications of 4-substituted 1-(4-iodophenyl)pyrrolidine-2, 5-diones. Issue 28 (8th July 2015)

• Record Type: Journal Article
• Authors: Ali, Bakhat; Shamim, Anwar; Vasconcelos, Stanley N.S.; Stefani, Hélio A.
• Is Part Of: Tetrahedron letters. Volume 56:Issue 28(2015)
• Page Start: 4234
• Page End: 4241
• Publication Date: 2015-07-08
• Subjects: Malic acid -- Maleimide -- Aminopyrrolidine -- 1, 4-Triazole -- Functionalization; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.05.066
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: 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.