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Cu(OTf)2催化苄基卤代物与三丁基烯丙基锡的偶联反应
引用本文:于晓强,马永洁,赵自然,许占威,包明. Cu(OTf)2催化苄基卤代物与三丁基烯丙基锡的偶联反应[J]. 催化学报, 2011, 32(3): 472-476. DOI: 10.3724/SP.J.1088.2011.01018
作者姓名:于晓强  马永洁  赵自然  许占威  包明
作者单位:于晓强,马永洁,许占威,包明,YU Xiaoqiang,MA Yongjie,XU Zhanwei,BAO Ming(大连理工大学精细化工国家重点实验室,辽宁,大连,116012);赵自然,ZHAO Ziran(吉林大学第一医院整形外科,吉林,长春,130021)
基金项目:国家自然科学基金,高等学校博士学科点专项科研基金
摘    要:研究了苄基卤代物与三丁基烯丙基锡的偶联反应,当以10mol%Cu(OTf)2为催化剂,CH2Cl2为溶剂时,1-氯甲基-4-苯基萘与三丁基烯丙基锡于室温反应1h,交叉偶联反应产物1-(3-丁烯基)-4-苯基萘(3b)收率即达93%.结果表明,芳环含供电子基的底物反应活性较高,在室温反应几分钟即可完成,而芳环含吸电子基的底物反应活性低.反应产物3b,1-溴-4-(3-丁烯基)萘(3c)和1-(3-丁烯基)-4-硝基萘(3f)未见报道,且其结构经表征确认.

关 键 词:苄基卤代物  三丁基烯丙基锡  三氟甲基磺酸铜  偶联反应

Cross-Coupling Reaction of Benzylic Halides with Allyltributylstannane Catalyzed by Cu(OTf)_2
YU Xiaoqiang,MA Yongjie,ZHAO Ziran,XU Zhanwei,BAO Ming. Cross-Coupling Reaction of Benzylic Halides with Allyltributylstannane Catalyzed by Cu(OTf)_2[J]. Chinese Journal of Catalysis, 2011, 32(3): 472-476. DOI: 10.3724/SP.J.1088.2011.01018
Authors:YU Xiaoqiang  MA Yongjie  ZHAO Ziran  XU Zhanwei  BAO Ming
Affiliation:YU Xiaoqiang1,MA Yongjie1,ZHAO Ziran2,*,XU Zhanwei1,BAO Ming1,*1State Key Laboratory of Fine Chemicals,Dalian University of Technology,Dalian 116012,Liaoning,China 2Department of Plastic and Reconstructive Surgery,The First Hospital of Jilin University,Changchun 130021,Jilin,China
Abstract:Cross-coupling reaction of benzylic halides with allyltributylstannane was investigated. Desired cross-coupling products were obtained in satisfactory yields using Cu(OTf)2 as the catalyst. For example, cross-coupling product 1-(but-3-en-1-yl)-4-phenylnaphthalene (3b) was obtained in 93% yield when the reaction of 1-chloromethyl-4-phenylnaphthalene with allyltributylstannane was carried out in the presence of 10 mol% of Cu(OTf)2 in CH2Cl2 at room temperature for 1 h. The reaction of a substrate bearing an e...
Keywords:benzylic halide  allyltributylstannane  copper(II) trifluoromethanesulfonate  coupling reaction  
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