Fengxi Li, Chunyu Wang, Yaning Xu
Apr 1, 2021
Citations
0
Influential Citations
10
Citations
Journal
Molecular Catalysis
Abstract
Abstract Background 1,3,5-triazines are important bioactive compounds that have been extensively studied in organic chemistry. In this work, a green and efficient process for the synthesis of unsymmetrical trisubstituted 1,3,5-triazines from isothiocyanate (1) with amidines (2) and 1,1,3,3-tetramethylguanidine (TMG, 3) was developed. Results Under optimal conditions (isothiocyanate (0.1 mmol), amidines (0.1 mmol), 1,1,3,3-tetramethylguanidine (0.1 mmol), DMSO (1 mL), hemeprotein (heme concentration: 0.05 mol%), TBHP (3 equiv), room temperature, 10 min), high yields of 1,3,5-triazines (81%–96%) could be obtained when HbRb (Hemoglobin from rabbit blood) was used as the catalyst. Conclusion This enzymatic method demonstrates the great potential for the synthesis of unsymmetrical trisubstituted 1,3,5-triazines and extends the application of enzyme catalytic promiscuity in organic synthesis.