Modular trifluoromethylselenolation and fluoroalkylselenolation via Ag(I)-mediated selenium nitrogen exchange reaction of benzothiaselenazole-1-oxidesOA
By virtue of benzothiaselenazole-1-oxides as versatile building blocks and masked sulfoximines,we present a novel and practical trifluoromethylselenolation/fluoroalkylselenolation strategy via Ag(I)-mediated selenium nitrogen exchange(SeNEx)reaction with readily available nucleophilic fluoroalkylation reagent.This protocol provides a novel bonding mode for constructing the fluoroalkylseleno(SeR_(f))moiety.Besides,it also features mild conditions and good compatibility,enabling the rapid incorporation of SeRf into the intriguing sulfoximine pharmacophore.Further divergent conversion of trifluoromethylseleno(SeCF_(3))-containing sulfoximines strengthens the synthetic utility of the developed transformation.
Xinyue Lin;Chensi Li;Zeqin Zhuang;Chongxian Liang;Min Wu;Wei Yi;Zhi Zhou
Guangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target&Clinical Pharmacology,The NMPA and State Key Laboratory of Respiratory Disease,School of Pharmaceutical Sciences and the Fifth Affiliated Hospital,Guangzhou Medical University,Guangzhou,Guangdong 511436,ChinaGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target&Clinical Pharmacology,The NMPA and State Key Laboratory of Respiratory Disease,School of Pharmaceutical Sciences and the Fifth Affiliated Hospital,Guangzhou Medical University,Guangzhou,Guangdong 511436,ChinaGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target&Clinical Pharmacology,The NMPA and State Key Laboratory of Respiratory Disease,School of Pharmaceutical Sciences and the Fifth Affiliated Hospital,Guangzhou Medical University,Guangzhou,Guangdong 511436,ChinaGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target&Clinical Pharmacology,The NMPA and State Key Laboratory of Respiratory Disease,School of Pharmaceutical Sciences and the Fifth Affiliated Hospital,Guangzhou Medical University,Guangzhou,Guangdong 511436,ChinaGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target&Clinical Pharmacology,The NMPA and State Key Laboratory of Respiratory Disease,School of Pharmaceutical Sciences and the Fifth Affiliated Hospital,Guangzhou Medical University,Guangzhou,Guangdong 511436,ChinaGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target&Clinical Pharmacology,The NMPA and State Key Laboratory of Respiratory Disease,School of Pharmaceutical Sciences and the Fifth Affiliated Hospital,Guangzhou Medical University,Guangzhou,Guangdong 511436,ChinaGuangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target&Clinical Pharmacology,The NMPA and State Key Laboratory of Respiratory Disease,School of Pharmaceutical Sciences and the Fifth Affiliated Hospital,Guangzhou Medical University,Guangzhou,Guangdong 511436,China
化学化工
TrifluoromethylselenolationFluoroalkylselenolationBenzothiaselenazole-1-oxidesSulfoximinesSelenium nitrogen exchange
《Green Synthesis and Catalysis》 2026 (2)
P.233-236,4
the National Natural Science Foundation of China(No.82273795)Guangdong Basic and Applied Basic Research Foundation(Nos.2024A1515030179 and 2024A1515010260)Plan on Enhancing Scientific Research at GMU for financial support on this research.
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