Rhenium-catalyzed hydroamidation of unactivated terminal alkynes:: Synthesis of (E)-enamides

被引：58
|
作者：
Salprima, Yudha S. [1 ]
Kuninobu, Yoichiro [1 ]
Takai, Kazuhiko [1 ]
机构：
[1] Okayama Univ, Grad Sch Nat Sci & Technol, Div Chem & Biochem, Okayama 7008530, Japan
来源：
ORGANIC LETTERS | 2007年 / 9卷 / 26期
关键词：
D O I：
10.1021/ol702564e
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Reactions of cyclic amides with unactivated terminal alkynes in the presence of a catalytic amount of a rhenium complex provided (E)enamides in high regio- and stereoselectivity (E:Z = > 99:< 1).
引用
收藏
页码：5609 / 5611
页数：3
相关论文
共 50 条
  • [41] Ruthenium-catalyzed hydrosilylation of terminal alkynes:: stereodivergent synthesis of (E)- and (Z)-alkenylsilanes
    Katayama, H
    Taniguchi, K
    Kobayashi, M
    Sagawa, T
    Minami, T
    Ozawa, F
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 645 (1-2) : 192 - 200
  • [42] Synthesis of meso-Substituted Tetraarylalkynylporphyrins via Rhenium-Catalyzed Formation of Naphthalene Units
    Samarat, Ali
    Kuninobu, Yoichiro
    Takai, Kazuhiko
    SYNLETT, 2011, (15) : 2177 - 2180
  • [43] Rhenium-catalyzed insertion of aldehyde into a C-H bond: Synthesis of isobenzofuran derivatives
    Kuninobu, Yoichiro
    Nishina, Yuta
    Nakagawa, Chie
    Takai, Kazuhiko
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (38) : 12376 - 12377
  • [44] Rhenium-catalyzed synthesis of indene derivatives via C-H bond activation
    Kuninobu, Yoichiro
    Nishina, Yuta
    Kawata, Atsushi
    Shouho, Makoto
    Takai, Kazuhiko
    PURE AND APPLIED CHEMISTRY, 2008, 80 (05) : 1149 - 1154
  • [45] Rhenium-catalyzed insertion of aldehyde into a C-H bond: Synthesis of isobenzofuran derivatives
    Kuninobu, Yoichiro
    Nishina, Yuta
    Nakagawa, Chie
    Takai, Kazuhiko
    Journal of the American Chemical Society, 2006, 128 (38): : 12376 - 12377
  • [46] Palladium-catalyzed selective cross-addition of triisopropylsilylacetylene to internal and terminal unactivated alkynes
    Tsukada, Naofumi
    Ninomiya, Satoshi
    Aoyama, Yoshimi
    Inoue, Yoshio
    ORGANIC LETTERS, 2007, 9 (15) : 2919 - 2921
  • [47] Convenient synthesis of enamides via Ru-catalyzed addition of amides to alkynes.
    Goossen, LJ
    Rauhaus, JE
    Deng, GJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U584 - U584
  • [48] Rhenium-catalyzed insertion of terminal alkenes into a C(sp2)-H bond and successive transfer hydrogenation
    Kuninobu, Yoichiro
    Nakahara, Takahiro
    Yu, Peng
    Takai, Kazuhiko
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (01) : 348 - 351
  • [49] Cobalt-Catalyzed (E)-β-Selective Hydrogermylation of Terminal Alkynes
    Radzhabov, Maxim R.
    Mankad, Neal P.
    ORGANIC LETTERS, 2021, 23 (08) : 3221 - 3226
  • [50] Ruthenium-Catalyzed Addition of Primary Amides to Alkynes: A Stereoselective Synthesis of Secondary Enamides
    Goossen, Lukas J.
    Blanchot, Mathieu
    Salih, Kifah S. M.
    Goosen, Kaethe
    SYNTHESIS-STUTTGART, 2009, (13): : 2283 - 2288
12345