Metal free, I2-catalyzed [3+1+1] cycloaddition reactions to synthesize 1, 2, 4-trisubstituted imidazoles. Issue 44 (28th October 2015)

• Record Type: Journal Article
• Authors: Tang, Dong; Guo, Xin; Wang, Yu; Wang, Jing; Li, Jihui; Huang, Qiangwei; Chen, Baohua
• Is Part Of: Tetrahedron letters. Volume 56:Issue 44(2015)
• Page Start: 5982
• Page End: 5985
• Publication Date: 2015-10-28
• Subjects: Iodine catalyzed -- Cycloaddition reaction -- Imidazoles -- Multi-component reactions; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.09.034
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: We have successfully developed an operationally simple and economical one-pot three-component cycloaddition reaction to synthesize 1, 2, 4-trisubstituted imidazoles by employing aldehydes, α-amino carbonyl compounds and ammonium acetate. The transformation is environmentally friendly and metal free by employing I2 (10 mol %) as a catalyst and EtOH as a solvent, and a wide range of function groups and heterocyclics are well tolerated resulting in moderate to good yields. Abstract: We have successfully developed an operationally simple and economical one-pot three-component cycloaddition reaction to synthesize 1, 2, 4-trisubstituted imidazoles by employing aldehydes, α-amino carbonyl compounds and ammonium acetate. The transformation is environmentally friendly and metal free by employing I2 (10 mol %) as a catalyst and EtOH as a solvent, and a wide range of function groups and heterocyclics are well tolerated resulting in moderate to good yields.