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5-(4-叔丁氧基羰基哌嗪基)苯并呋喃-2-甲酸乙酯的合成
引用本文:封静,王成云,周长凯,左虎进,沈永嘉. 5-(4-叔丁氧基羰基哌嗪基)苯并呋喃-2-甲酸乙酯的合成[J]. 有机化学, 2011, 31(2)
作者姓名:封静  王成云  周长凯  左虎进  沈永嘉
作者单位:华东理工大学结构可控先进功能材料及其制备教育部重点实验室,精细化工研究所,上海,200237
摘    要:5-溴苯并呋喃-2-甲酸乙酯与4-叔丁氧基羰基哌嗪进行Buchwald-Hartwig偶联反应,若催化剂是Pd(OAc)2/BINAP,碱是Cs2CO3,则产物主要是5-(4-叔丁氧基羰基哌嗪基)苯并呋喃-2-甲酸乙酯,转化率达70%;若催化剂是Pd(dba)2/P(t-Bu)3,碱是叔丁醇钾,则产物中几乎没有5-(4-叔丁氧基羰基哌嗪基)苯并呋喃-2-甲酸乙酯.文中讨论了影响这个Buchwald-Hartwig偶联反应的因素.

关 键 词:哌嗪  苯并呋喃  甲酸乙酯  合成  Buchwald-Hartwig偶联  

Synthesis of Ethyl 5-(4-tert-Butyloxycarbonyl-1-piperazinyl)benzofuran-2-carboxylate
Feng Jing,Wang Chengyun,Zhou Changkai,Zuo Hujin,Shen Yongjia. Synthesis of Ethyl 5-(4-tert-Butyloxycarbonyl-1-piperazinyl)benzofuran-2-carboxylate[J]. Chinese Journal of Organic Chemistry, 2011, 31(2)
Authors:Feng Jing  Wang Chengyun  Zhou Changkai  Zuo Hujin  Shen Yongjia
Affiliation:Feng,Jing Wang,Chengyun Zhou,Changkai Zuo,Hujin Shen,Yongjia*(Laboratory for Advanced Materials,Institute of Fine Chemicals,East China University of Science and Technology,Shanghai 200237)
Abstract:Buchwald-Hartwig coupling reaction between ethyl 5-bromobenzofuran-2-carboxylate and tert-butyl piperazine-1-carboxylate was studied.When Pd(OAc)2/BINAP was employed as catalyst and Cs2CO3 as base,the major reaction product was ethyl 5-(4-tert-butyloxycarbonyl-1-piperazinyl)benzofuran-2-carboxylate,with a reaction conversion rate of 70%.While Pd(dba)2/P(t-Bu)3 was employed as catalyst and potassium tert-butoxide as base,nearly no ethyl 5-(4-tert-butyloxycarbonyl-1-piperazinyl)benzofuran-2-carboxylate was ob...
Keywords:piperazine  benzofuran  ethyl formate  synthesis  Buchwald-Hartwig coupling reaction  
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