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Efficient Synthesis of Unsymmetrical Trisubstituted 1,3,5-Triazines Catalyzed by Hemoglobin by Li, Fengxi (author);Wang, Chunyu (author);Xu, Yaning (author);Zhao, Zixian (author);Su, Jiali (author);Luo, Chenhan (author);Ning, Yujie (author);Li, Zhengqiang (author);Li, Chen (author);Wang, Lei (author) is a Chemistry article available to read on EtoBox.
What is Efficient Synthesis of Unsymmetrical Trisubstituted 1,3,5-Triazines Catalyzed by Hemoglobin about?
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.
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- Author
- Li, Fengxi (author);Wang, Chunyu (author);Xu, Yaning (author);Zhao, Zixian (author);Su, Jiali (author);Luo, Chenhan (author);Ning, Yujie (author);Li, Zhengqiang (author);Li, Chen (author);Wang, Lei (author)
- Publisher
- Elsevier BV
- Published
- 2021
- Language
- EN
- Field
- Chemistry (Physical Sciences)