以羰基磷氧化物为配体的铜催化的c–s偶联反应

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1、以羰基磷氧化物为配体的铜催化的C–S偶联反应20l1饪七报ChineseJournalofCatalysisVl01.32NO.7文章编号:0253-9837(2011)07—1129.04国际版DOI:10.1016/$1872—2067(10)60243—4以羰基磷氧化物为配体的铜催化的C—S偶联反应王浩龙,万伯顺中国科学院大连化学物理研究所,辽宁大连116023研究快讯:1129～1132摘要:以邻溴苯甲醛为原料合成了一系列的羰基磷氧化物,用作铜催化的C—S偶联反应的新配体.在较温和的反应条件下可成功催化碘代芳烃或溴代芳烃与硫醇的偶联反应,收率最高达99%.关键

2、词:铜;羰基磷氧化物;碳硫成键反应;偶联反应;碘代芳烃;硫醇中图分类号:0643文献标识码:A收稿日期:2011—04.01.接受日期:201105—05.通讯联系人.电话:(0411)84379260;传真:(0411)84379223;电子信箱:bswan@dicp.ac.cn本文的英文电子版(国际版)由Elsevier版社在ScienceDirect上出版(http://www.sciencedirect.com/science/joumal/18722067)Cu-CatalyzedCouplingofArylIodideswithThiolsUsingCar

3、bonyl-PhosphineOxideLigandsWANGHaolong,WANBoshunDalianInstituteofChemicalPhysics,ChineseAcademyofSciences,Dalian116023,Liaoning,ChinaAbstract:Aseriesofcarbonyl—-phosphineoxideligandsweresynthesizedfrom2-bromophenylaldehydeandusedinCu--catalyzedC——SCOU?-piingreactions.Aryliodideandarylbr

4、omidereactedwiththiolsefficientlyuponcatalysisundermildreactionconditionsandayieldofupto99%wasobtained.Keywords:Cu;carbonyl--phosphineoxide;carbon?-sulfftrbondformation;cross--couplingreaction;iodidearyl;thiolReceived』April2011.Accepted5May2011.CorrespondingauthorTel:+86-411—84379260,"F

5、ax:+86—411—84379223;E-mail:bswan@.ac.cnEnglisheditionavailableonlineatElsevierScienceDirectttp.'//www.sciencedirect.com/science/journal/18722067)Sulfideethersarebackbonesinaveryimportantclassoforganiccompoundsthatplayasignificantroleinanumberofchemical,material,andpharmaceuticalindustri

6、esf1-8].ForthisreasontheformationofC-Sbondsisasubiectofinterestinorganicchemistry.However.thetraditionalU11.mann..typeC-Scross..couplingreactionwhichinvolvesthecondensationofthiolswitharylhalidesusuallyrequiresharshconditionssuchasmorethanstoichiometricamountsofcoppersaltsandtemperature

7、sabove200.C.In1980.Migitaandco—workers[9]reportedapalladiumcatalyzedC—Scross.couplingofarylhalideswiththiolstoovercomethesedifficultiesandthisresultedinC-Sbondformationreceivingplentyofinterest.Overthepastfewyears,severaltransitionmetalssuchaspalladium[10,l1】,nickel[12,13],coba