- Synthesis of 2-Arylamino-1,3,5-triazines from 2-Aminotriazines with Aryl Halides via CuI-Catalyzed Ullmann Coupling Reaction
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An efficient copper-catalyzed synthesis of 2-arylamino-1,3,5-triazines from 2-aminotriazines with aryl halides under mild conditions has been developed. The reaction occurred in moderate to good yields and tolerated aryl iodides containing functionalities
- Li, Jin Jing,Wu, Kong,Zhou, Wei,Wang, Hong,Cui, Dong-Mei,Zhang, Chen
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- Efficient synthesis of unsymmetrical trisubstituted 1,3,5-triazines catalyzed by hemoglobin
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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.
- Li, Fengxi,Wang, Chunyu,Xu, Yaning,Zhao, Zixian,Su, Jiali,Luo, Chenhan,Ning, Yujie,Li, Zhengqiang,Li, Chen,Wang, Lei
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- Asymmetrically substituted 1, 3, 5-triazine compound as well as preparation method and application thereof
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The invention relates to the technical field of biocatalytic synthesis, and particularly discloses an asymmetrically substituted 1, 3, 5-triazine compound as well as a preparation method and application thereof. The asymmetrically substituted 1, 3, 5-triazine compound comprises the following raw materials: an isothiocyanate compound, an amidine compound and tetramethylguanidine. According to the asymmetrically substituted 1, 3, 5-triazine compound, heme, horse radish peroxidase, hemoglobin or cytochrome C is adopted as a catalyst, so that the asymmetrically substituted 1, 3, 5-triazine compound is green, non-toxic, environmentally friendly and high in yield, and the problem that most of existing asymmetrically substituted 1, 3, 5-triazine compounds adopt toxic catalysts in preparation, arenot environmentally friendly and are low in yield is solved; and the preparation method provided by the invention is superior to the traditional chemical synthesis method, has the advantages of highefficiency, greenness, short reaction time, mild reaction conditions and no difficult-to-treat metal ion catalysis, and lowers the catalyst consumption.
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Paragraph 0085-0091; 0295-0302; 0313-0330
(2020/09/12)
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- Visible-Light-Catalyzed [3 + 1 + 2] Coupling Annulations for the Synthesis of Unsymmetrical Trisubstituted Amino-1,3,5-triazines
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A visible-light catalyzed [3 + 1 + 2] annulation for the synthesis of unsymmetrical trisubstituted amino-1,3,5-triazines from amidines, isothiocyanates, and 1,1,3,3-tetramethylguanidines has been developed. This method exhibits the advantages of easily available starting materials, insensitive to air and moisture, wide substrate scopes, high step economy, mild, metal-and ligand-free conditions, which has potential applications in the organic, medicinal, and material chemistry.
- Guo, Wei,Zhao, Mingming,Du, Chengtang,Zheng, Lvyin,Li, Luo,Chen, Liping,Tao, Kailiang,Tan, Wen,Xie, Zhen,Cai, Liuhuan,Fan, Xiaolin,Zhang, Kai
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- Method for preparing asymmetric poly-substituted amino-1,3,5-triazine compound by photocatalysis
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The invention provides a method for preparing an asymmetric poly-substituted amino-1,3,5-triazine compound by photocatalysis and relates to the technical field of organic intermediate synthesis. According to the method, an amidine compound, an isothiocyan
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Paragraph 0065-0072
(2019/10/23)
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- Ruthenium-catalyzed synthesis of tri-substituted 1,3,5-triazines from alcohols and biguanides
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An efficient ruthenium-catalyzed synthesis of tri-substituted 1,3,5-triazines from alcohols and biguanides under mild conditions has been developed. The reaction occurred in moderate to good yields and tolerated benzyl alcohol containing functionalities s
- Zeng, Ming,Wang, Tao,Cui, Dong-Mei,Zhang, Chen
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supporting information
p. 8225 - 8228
(2016/10/11)
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- A convenient one-pot synthesis of trisubstituted 1,3,5-triazines through intermediary amidinothioureas
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A thiophile-promoted one-pot synthesis of trisubstituted 1,3,5-triazines starting from isothiocyanates, N,N-diethylamidines, and carbamidines has been studied. The reaction proceeds through the formation of intermediary amidinothioureas, which react with
- Kaila, Jitendra C.,Baraiya, Arshi B.,Pandya, Amit N.,Jalani, Hitesh B.,Sudarsanam,Vasu, Kamala K.
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supporting information; experimental part
p. 1486 - 1489
(2010/04/27)
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