Palladium-catalyzed synthesis of 1,2,3,4-tetraalkyl-1,4-diarylbutadienes by cross-coupling of zirconacyclopentadienes with aryl iodides

被引:2
作者
Hui Wang [1 ]
Jun-Qiu Li [1 ]
Li-Shan Zhou [2 ]
Jun Liu [1 ]
Juan Li [1 ]
Hong-Mei Qu [1 ]
机构
[1] Key Laboratory of Systems Bioengineering, Ministry of Education, Tianjin Key Laboratory of Biological and Pharmaceutical Engineering, Department of Pharmaceutical Engineering, School of Chemical Engineering and Technology, Tianjin University
[2] CNOOC Tianjin Chemical Research and Design Institute
关键词
Zirconacyclopentadiene; Cross-coupling reaction; Palladium-catalyzed; CuCl; 1,2,3,4-Tetraalkyl-1,4-diarylbutadienes;
D O I
暂无
中图分类号
O621.251 [];
学科分类号
070303 ; 081704 ;
摘要
A novel method for the synthesis of 1,2,3,4-tetraalkyl-1,4-diarylbutadienes was developed via palladiumcatalyzed cross-coupling of zirconacyclopentadienes with aryl iodides. Equivalent of Cu Cl was introduced to promote the reaction. The desired products were obtained in good to excellent yields and several of them were reported for the first time.
引用
收藏
页码:1303 / 1306
页数:4
相关论文
共 11 条
  • [1] Synthesis and structure determination of novel hexasubstituted cyclohexadienes[J] . Hong Mei Qu,Xin Hui Niu,Juan Li,Jun Liu,Li Li Jiang,Jian Ke Tang,Li Shan Zhou.Chinese Chemical Letters . 2012 (10)
  • [2] Synthesis of acenes via coupling of 1,4-dilithiobutadienes with diiodoarenes in the presence of CuCl[J] . Lishan Zhou,Kiyohiko Nakajima,Ken-ichiro Kanno,Tamotsu Takahashi.Tetrahedron Letters . 2009 (23)
  • [3] Stereoselective synthesis of tetrasubstituted olefins via palladium-catalyzed three-component coupling of aryl iodides, internal alkynes, and arylboronic acids in supercritical carbon dioxide[J] . Huan-Feng Jiang,Qiu-Xiang Xu,A.-Zhong Wang.The Journal of Supercritical Fluids . 2009 (3)
  • [4] Substituent effects in the preparation of naphthacenes by the coupling reaction of diyne-derived zirconacyclopentadienes with tetraiodobenzene
    Seri, Tomomi
    Qu, Hongmei
    Zhou, Lishan
    Kanno, Ken-ichiro
    Takahashi, Tamotsu
    [J]. CHEMISTRY-AN ASIAN JOURNAL, 2008, 3 (02) : 388 - 392
  • [5] Synthesis of Highly Substituted 1,3‐Butadienes by Palladium‐Catalyzed Arylation of Internal Alkynes[J] . TetsuyaSatoh,ShinjiOgino,MasahiroMiura,MasakatsuNomura.Angewandte Chemie . 2004 (38)
  • [6] Synthesis, structural characterization, and skeletal rearrangement of dibenzo tricyclo[3.3.0.0 2,6]-1,2,5,6-tetrasubstituted octanes[J] . Guotao Li,Hongyun Fang,Shiwei Zhang,Zhenfeng Xi.Tetrahedron Letters . 2004 (45)
  • [7] Synthesis and evaluation of a series of 1,4-Diarylbutadienes for anticoccidial activity[J] . Jennifer L Gage,Herbert A Kirst,Deirdre O’Neil,Bridget A David,Charles K Smith,Sharon A Naylor.Bioorganic & Medicinal Chemistry . 2003 (18)
  • [8] Blue light emitting diode with 1,1,4,4-tetraphenyl-1,3-butadiene (TPB)[J] . Jung-Hyun Kim,Sokwon Noh,Kwanju Kim,Sung-Taek Lim,Dong-Myung Shin.Synthetic Metals . 2001 (1)
  • [9] Highly substituted enyne formation by coupling reaction of alkenylzirconium compounds with alkynyl halides
    Hara, R
    Liu, YH
    Sun, WH
    Takahashi, T
    [J]. TETRAHEDRON LETTERS, 1997, 38 (23) : 4103 - 4106
  • [10] Selective one carbon-carbon bond formation reaction of zirconacyclopentadienes with aryl iodides or alkynyl iodides[J] . Tamotsu Takahashi,Wen-Hua Sun,Chanjuan Xi,Ubayama Haruka,Zhenfeng Xi.Tetrahedron . 1997 (5)