Endo-endo mode intramolecular reductive cyclization of cyclic 1,2-bis(silylethynyl)benzenes

被引:9
|
作者
Yamaguchi, S [1 ]
Miyasato, M
Tamao, K
机构
[1] Kyoto Univ, Chem Res Inst, Kyoto 6110011, Japan
[2] Nagoya Univ, Grad Sch Sci, Dept Chem, Nagoya, Aichi 4648602, Japan
[3] JST, PRESTO, Chikusa Ku, Nagoya, Aichi 4648602, Japan
关键词
D O I
10.1246/cl.2003.1104
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Upon treatment of cyclic 1,2-bis(silylethynyl)benzenes with lithium naphthalenide, the intramolecular reductive cyclization proceeds in an endo-endo mode to produce 1,4-dilithio-2,3-disilylnaphthalenes, which are transformed into a series of 1,4-di-functionalized 2,3-disilylnaphthalenes.
引用
收藏
页码:1104 / 1105
页数:2
相关论文
共 50 条
  • [1] OLIGOSILOLES - FIRST SYNTHESIS BASED ON A NOVEL ENDO-ENDO MODE INTRAMOLECULAR REDUCTIVE CYCLIZATION OF DIETHYNYLSILANES
    TAMAO, K
    YAMAGUCHI, S
    SHIRO, M
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (26) : 11715 - 11722
  • [2] ELECTROCHEMICALLY INDUCED INTRAMOLECULAR CYCLIZATION OF 1,2-BIS(1,4-DITHIAFULVEN-6-YL)BENZENES
    FRERE, P
    GORGUES, A
    JUBAULT, M
    RIOU, A
    GOURIOU, Y
    RONCALI, J
    TETRAHEDRON LETTERS, 1994, 35 (13) : 1991 - 1994
  • [3] CHLOROLYSIS OF 1,2-BIS(ALKYLTHIO)BENZENES
    DECKER, D
    MAYER, R
    ZEITSCHRIFT FUR CHEMIE, 1990, 30 (10): : 367 - 368
  • [4] A NOVEL CYCLIZATION OF 1,2-BIS(2,2-DIBROMOCYCLOPROPYL)BENZENES WITH METHYLLITHIUM
    HOHN, J
    WEYERSTAHL, P
    CHEMISCHE BERICHTE-RECUEIL, 1983, 116 (02): : 808 - 814
  • [5] Gold-Catalyzed Hydroarylating Cyclization of 1,2-Bis(2-iodoethynyl)benzenes
    Noesel, Pascal
    Mueller, Vanessa
    Mader, Steffen
    Moghimi, Setareh
    Rudolph, Matthias
    Braun, Ingo
    Rominger, Frank
    Hashmi, A. Stephen K.
    ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (2-3) : 500 - 506
  • [6] SYNTHESIS OF SOME 1,2-BIS(STYRYLSULPHONYLMETHYL)BENZENES
    REDDY, DB
    REDDY, NS
    REDDY, S
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1995, 72 (02) : 133 - 135
  • [7] NEW INTRAMOLECULAR 5-ENDO-MODE CYCLIZATION OF ALLENYL ARYL KETONES
    NAGAO, Y
    LEE, WS
    KIM, K
    CHEMISTRY LETTERS, 1994, (02) : 389 - 392
  • [8] 1,2-bis(tetrafluoropyridinylethynyl)benzenes: Synthesis and DNA photocleavage
    Kovalenko, SV
    Alabugin, IV
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 225 : U389 - U389
  • [9] DIRECTION OF CYCLIZATION OF 1,2-BIS-(CYANOMETHYL)BENZENES
    DEY, AS
    ROSOWSKY, A
    MODEST, EJ
    JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (02): : 536 - &
  • [10] NMR-STUDIES OF 1,2-BIS(ALKYLPHOSPHINO)BENZENES AND THEIR ANIONS
    ZSCHUNKE, A
    RIEMER, M
    LEISSRING, E
    ISSLEIB, K
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 1985, 525 (06): : 35 - 40