Cu(OTf)2催化苄基卤代物与三丁基烯丙基锡的偶联反应

催化学报 , 2011, 32(3): 472-476. doi: 10.3724/SP.J.1088.2011.01018

Cu(OTf)2催化苄基卤代物与三丁基烯丙基锡的偶联反应

于晓强 ^1, , 马永洁 ^2, , 赵自然 ^3, , 许占威 ^4, , 包明 ^5,

1.大连理工大学精细化工国家重点实验室,辽宁,大连,116012

2.大连理工大学精细化工国家重点实验室,辽宁,大连,116012

3.吉林大学第一医院整形外科,吉林,长春,130021

4.大连理工大学精细化工国家重点实验室,辽宁,大连,116012

5.大连理工大学精细化工国家重点实验室,辽宁,大连,116012

基金项目: 高等学校博士学科点专项科研基金(20090041110012) 国家自然科学基金(21002010)

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

研究了苄基卤代物与三丁基烯内基锡的偶联反应,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1 h,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.

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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

Cross-Coupling Reaction of Benzylic Halides with Allyltributylstannane Catalyzed by Cu(OTf)2

参考文献