专利号:US-10266503-B1 优先权日:2016-05-24 标 题 :Sulfoxide ligand metal catalyzed oxidation of olefins 发明人:WHITE M CHRISTINA; AMMANN STEPHEN E; LIU WEI; MA RULIN 权利人:UNIV ILLINOIS 摘要:The enantioselective synthesis of isochroman motifs has been accomplished via Pd(II)-catalyzed allylic C—H oxidation from terminal olefin precursors. Critical to the success of this goal was the development and utilization of a novel chiral aryl sulfoxide-oxazoline (ArSOX) ligand. The allylic C—H oxidation reaction proceeds with the broadest scope and highest levels asymmetric induction reported to date (avg. 92% ee, 13 examples ≥90% ee). Additionally, C(sp 3 )-N fragment coupling reaction between abundant terminal olefins and N-triflyl protected aliphatic and aromatic amines via Pd(II)/sulfoxide (SOX) catalyzed intermolecular allylic C—H amination is disclosed. A range of 52 allylic amines are furnished in good yields (avg. 76%) and excellent regio- and stereoselectivity (avg. >20:1 linear:branched, >20:1 E:Z). For the first time, a variety of singly activated aromatic and aliphatic nitrogen nucleophiles, including ones with stereochemical elements, can be used in fragment coupling stiochiometries for intermolecular C—H amination reactions.
专利号:US-2018208543-A1 优先权日:2017-01-26 标 题 :New method for synthesis of fenfluramine, and new compositions comprising it 发明人:PALOMBI GIOVANNI; ZAGAMI MICHAEL 权利人:FRAU PHARMA S R L 摘要:A new process for preparing the fenfluramine molecule and new compositions containing fenfluramine obtainable with the claimed process.
专利号:EP-3170807-A1 优先权日:2015-11-23 标题:New method for synthesis of fenfluramine, of isomers therof and/or of analogs thereof, and new compositions comprising it
参考标题:Sulfoxide Ligand Metal Catalyzed Oxidation Of Olefins 摘要:The Enantioselective Synthesis Of Isochroman Motifs Has Been Accomplished Via Pd(II)-Catalyzed Allylic C-H Oxidation From Terminal Olefin Precursors. Critical To The Success Of This Goal Was The Development And Utilization Of A Novel Chiral Aryl Sulfoxide-Oxazoline (Arsox) Ligand. The Allylic C-H Oxidation Reaction Proceeds With The Broadest Scope And Highest Levels Asymmetric Induction Reported To Date (Avg. 92% Ee, 13 Examples >=90% Ee). Additionally, C(Sp3)-N Fragment Coupling Reaction Between Abundant Terminal Olefins And N-Triflyl Protected Aliphatic And Aromatic Amines Via Pd(II)/sulfoxide (Sox) Catalyzed Intermolecular Allylic C-H Amination Is Disclosed. A Range Of 52 Allylic Amines Are Furnished In Good Yields (Avg. 76%) And Excellent Regio- And Stereoselectivity (Avg. >20:1 Linear:Branched, >20:1 E:Z). For The First Time, A Variety Of Singly Activated Aromatic And Aliphatic Nitrogen Nucleophiles, Including Ones With Stereochemical Elements, Can Be Used In Fragment Coupling Stiochiometries For Intermolecular C-H Amination Reactions.
合成参考文献
参考文献:10.1055/s-0040-1706085 摘要:Gale-Day ZJ. Recent Advances in Metal-Catalyzed, Electrochemical Coupling Reactions of sp2 Halides/Boronic Acids and sp3 Centers. Synthesis. 2020 Nov 24;53(05):879–88. doi: 10.1055/s-0040-1706085.