Concomitant (3+3) Annulation/Fragmentation of Triazinanes with Enamines: Electrosynthesis of Multisubstituted Dihydropyrimidines
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Dutta, Jhilik
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Indian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, West Bengal, IndiaIndian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, West Bengal, India
Dutta, Jhilik
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Ghosh, Sayan
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Hassan, Aaliya
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Indian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, West Bengal, IndiaIndian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, West Bengal, India
Hassan, Aaliya
[1
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De Sarkar, Suman
[1
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[1] Indian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, West Bengal, India
An electro-oxidative formal (3 + 3) annulation of 1,3,5-triazinanes with enamines toward multisubstituted 1,2-dihydropyrimidines is reported. This metal-free mild protocol offers wide functional group tolerance, and heterocycles with an unexplored molecular scaffold were constructed in excellent yields. Mechanistically, the electro-oxidation of triazinane and nucleophilic reactivity of enamine result in a concomitant annulation-fragmentation process, leading to the six-membered heterocyclic product.
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Chinese Acad Sci, CAS Key Lab Mol Recognit & Funct, CAS Res Educ Ctr Excellence Mol Sci, Beijing Natl Lab Mol Sci,Inst Chem, Beijing 100190, Peoples R China
Univ Chinese Acad Sci, Beijing 100049, Peoples R ChinaChinese Acad Sci, CAS Key Lab Mol Recognit & Funct, CAS Res Educ Ctr Excellence Mol Sci, Beijing Natl Lab Mol Sci,Inst Chem, Beijing 100190, Peoples R China
Chen, Kun-Quan
Gao, Zhong-Hua
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Chinese Acad Sci, CAS Key Lab Mol Recognit & Funct, CAS Res Educ Ctr Excellence Mol Sci, Beijing Natl Lab Mol Sci,Inst Chem, Beijing 100190, Peoples R ChinaChinese Acad Sci, CAS Key Lab Mol Recognit & Funct, CAS Res Educ Ctr Excellence Mol Sci, Beijing Natl Lab Mol Sci,Inst Chem, Beijing 100190, Peoples R China
机构:
Henan Normal Univ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine C, Sch Chem & Chem Engn, State Key Lab Antiviral Drugs,Pingyuan Lab,Key Lab, Xinxiang 453007, Henan, Peoples R ChinaHenan Normal Univ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine C, Sch Chem & Chem Engn, State Key Lab Antiviral Drugs,Pingyuan Lab,Key Lab, Xinxiang 453007, Henan, Peoples R China
Hu, Ying
Yu, Heng-Bin
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Henan Normal Univ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine C, Sch Chem & Chem Engn, State Key Lab Antiviral Drugs,Pingyuan Lab,Key Lab, Xinxiang 453007, Henan, Peoples R ChinaHenan Normal Univ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine C, Sch Chem & Chem Engn, State Key Lab Antiviral Drugs,Pingyuan Lab,Key Lab, Xinxiang 453007, Henan, Peoples R China
Yu, Heng-Bin
Tian, Yin
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Chengdu Univ Tradit Chinese Med, Sch Pharm, State Key Lab Southwestern Chinese Med Resources, Chengdu 611137, Peoples R ChinaHenan Normal Univ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine C, Sch Chem & Chem Engn, State Key Lab Antiviral Drugs,Pingyuan Lab,Key Lab, Xinxiang 453007, Henan, Peoples R China
Tian, Yin
Xie, Ming-Sheng
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Henan Normal Univ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine C, Sch Chem & Chem Engn, State Key Lab Antiviral Drugs,Pingyuan Lab,Key Lab, Xinxiang 453007, Henan, Peoples R ChinaHenan Normal Univ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine C, Sch Chem & Chem Engn, State Key Lab Antiviral Drugs,Pingyuan Lab,Key Lab, Xinxiang 453007, Henan, Peoples R China
Xie, Ming-Sheng
Guo, Hai-Ming
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Henan Normal Univ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine C, Sch Chem & Chem Engn, State Key Lab Antiviral Drugs,Pingyuan Lab,Key Lab, Xinxiang 453007, Henan, Peoples R ChinaHenan Normal Univ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine C, Sch Chem & Chem Engn, State Key Lab Antiviral Drugs,Pingyuan Lab,Key Lab, Xinxiang 453007, Henan, Peoples R China