Novel reductive coupling cyclization of 1,1-dicyanoalkenes promoted by metallic samarium in aqueous media

被引:28
|
作者
Wang, L [1 ]
Zhang, YM [1 ]
机构
[1] Hangzhou Univ, Dept Chem, Hangzhou 310028, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1016/S0040-4039(98)00947-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reductive coupling cyclization of 1,1-dicyanoalkenes was performed with metallic samarium in saturated aqueous NH4Cl-THF solution at room temperature. Sub-stoichiometric quantities of samarium could be employed and trans-isomer was the major product. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5257 / 5260
页数:4
相关论文
共 32 条
  • [21] Suzuki cross-coupling in aqueous media catalyzed by a 1,1′-N-substituted ferrocenediyl Pd(II) complex
    Weng, ZQ
    Koh, LL
    Hor, TSA
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2004, 689 (01) : 18 - 24
  • [22] One-pot synthesis of substituted Δ1-pyrrolines through the Michael addition of nitroalkanes to chalcones and subsequent reductive cyclization in aqueous media
    Liang, Yongjiu
    Dong, Dewen
    Lu, Yumei
    Wang, Yan
    Pan, Wei
    Chai, Yanyan
    Liu, Qun
    SYNTHESIS-STUTTGART, 2006, (19): : 3301 - 3304
  • [23] A Novel Synthesis of 3,4-DihydrO-(2H)-1,2,4-Benzothiadiaizine-1,1-Dioxides Promoted by Samarium Diiodide
    Wei Hui ZHONG
    Yong Min ZHANG (epartment of Chemistry
    ChineseChemicalLetters, 2000, (05) : 389 - 390
  • [24] A novel synthesis of 3,4-dihydro-(2H)-1,2,4-benzothiadiaizine-1,1-dioxides promoted by samarium diiodide
    Zhong, WH
    Zhang, YM
    CHINESE CHEMICAL LETTERS, 2000, 11 (05) : 389 - 390
  • [25] Intramolecular cyclization and disilylation of 1,1-dicyano-2,2-diarylethenes promoted by samarium/TMSCI in DMF: a new approach to the syntheses of polysubstituted indenes (vol 45, pg 4571, 2004)
    Liu, YJ
    Zhao, QL
    Zhang, YM
    TETRAHEDRON LETTERS, 2004, 45 (47) : 8763 - 8763
  • [26] MECHANISM OF THE REDUCTIVE CYCLIZATION OF DIIMIDE N,N'-DISUBSTITUENTS OF 1,1-BINAPHTHYL-4,4',5,5',8,8'-HEXACARBOXYLIC ACID IN AQUEOUS ALKALI MEDIUM
    SHULEPOVA, OI
    RYABININ, VA
    STARICHENKO, VF
    VOROZHTSOV, GN
    ZHURNAL ORGANICHESKOI KHIMII, 1993, 29 (05): : 1001 - 1011
  • [27] Nickel(II) chromite nanoparticles promoted efficient synthesis of novel [1]benzopyrano[4,3-b]pyridines in aqueous media
    Saeedi, Bahareh
    Abdolmohammadi, Shahrzad
    Mirjafari, Zohreh
    Kia-Kojoori, Reza
    MONATSHEFTE FUR CHEMIE, 2020, 151 (05): : 773 - 780
  • [28] Nickel(II) chromite nanoparticles promoted efficient synthesis of novel [1]benzopyrano[4,3-b]pyridines in aqueous media
    Bahareh Saeedi
    Shahrzad Abdolmohammadi
    Zohreh Mirjafari
    Reza Kia-Kojoori
    Monatshefte für Chemie - Chemical Monthly, 2020, 151 : 773 - 780
  • [29] Metallic Samarium Promoted Self-Coupling of Baylis-Hillman Adducts to Functionalized 1,5-Hexadienes in the Presence of the I2/ClCO2Et/BiCl3 System
    Bian, Haishan
    Li, Jian
    Li, Chunju
    Wang, Gan
    Duan, Zheng
    Jia, Xueshun
    SYNLETT, 2010, (09) : 1412 - 1414
  • [30] A novel reductive cross-coupling reaction of 2-nitrobenzoic hydrazides and aldehydes or ketones promoted by the low-valence titanium reagent:: an access to 2,3,4,5-tetrahydro-1H-1,3,4-benzotriazepine-5-one derivatives
    Shi, DQ
    Shi, CL
    Rong, LC
    Wang, JX
    Zhuang, QY
    Tu, SJ
    JOURNAL OF CHEMICAL RESEARCH, 2005, (09) : 553 - 555