Highly efficient hydrazination of conjugated nitroalkenes via imidazole or DMAP mediated Morita-Baylis-Hillman reaction

被引:46
|
作者
Dadwal, Mamta
Mobin, Shaikh M.
Namboothiri, Irishi N. N. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
[2] Indian Inst Technol, Natl Single Crystal Xray Diffract Facil, Bombay 400076, Maharashtra, India
关键词
D O I
10.1039/b604899d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel alpha-hydrazino-alpha,beta-unsaturated nitroalkenes, which exhibit dynamic phenomenon on the NMR time scale, were synthesized in excellent yields via imidazole or DMAP mediated Morita-Baylis-Hillman (MBH) type reaction of nitroalkenes with azodicarboxylates.
引用
收藏
页码:2525 / 2528
页数:4
相关论文
共 50 条
  • [21] α-Hydroxymethylation of conjugated nitroalkenes via the Morita-Baylls-Hillman reaction
    Rastogi, N
    Namboothiri, INN
    Cojocaru, M
    TETRAHEDRON LETTERS, 2004, 45 (24) : 4745 - 4748
  • [22] A rationally designed cocatalyst for the Morita-Baylis-Hillman reaction
    Jones, Charlotte E. S.
    Turega, Simon M.
    Clarke, Matthew L.
    Philp, Douglas
    TETRAHEDRON LETTERS, 2008, 49 (31) : 4666 - 4669
  • [23] Asymmetric Morita-Baylis-Hillman reaction catalyzed by pepsin
    Xue, Jing-Wen
    Song, Jian
    Manion, Ian C. K.
    He, Yan-Hong
    Guan, Zhi
    JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2016, 124 : 62 - 69
  • [24] Mechanism of the Morita-Baylis-Hillman reaction: A computational investigation
    Robiette, Raphael
    Aggarwal, Varinder K.
    Harvey, Jeremy N.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (50) : 15513 - 15525
  • [25] Thiourea-catalyzed Morita-Baylis-Hillman reaction
    Sohtome, Yoshihiro
    Takemura, Nobuko
    Takagi, Rika
    Hashimoto, Yuichi
    Nagasawa, Kazuo
    TETRAHEDRON, 2008, 64 (40) : 9423 - 9429
  • [26] First DMAP-mediated direct conversion of Morita-Baylis-Hillman alcohols into γ-ketoallylphosphonates: Synthesis of γ-aminoallylphosphonates
    Ayadi, Marwa
    Elleuch, Haitham
    Vrancken, Emmanuel
    Rezgui, Farhat
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2016, 12 : 2906 - 2915
  • [27] An efficient and recyclable DMAP-based ionic liquid/water system for Morita-Baylis-Hillman reactions
    Zhang, Li-Rong
    Yi, Feng-Ping
    Zhang, Xuan
    Zou, Jian-Zhong
    JOURNAL OF CHEMICAL RESEARCH, 2012, (07) : 418 - 420
  • [28] Guanidine/Azole Binary System as an Efficient Catalyst for Morita-Baylis-Hillman Reaction
    Terada, Masahiro
    Fukuchi, Satoko
    Amagai, Kei
    Nakano, Megumi
    Ube, Hitoshi
    CHEMCATCHEM, 2012, 4 (07) : 963 - 967
  • [29] 2-Fluoroenones via an Umpolung Morita-Baylis-Hillman Reaction of Enones
    Maity, Subrata
    Szpilman, Alex M.
    ORGANIC LETTERS, 2023, : 1218 - 1222
  • [30] Synthesis of partially fluorinated β-amino acids via Morita-Baylis-Hillman reaction
    Sergeeva, NN
    Golubev, AS
    Burger, K
    SYNTHESIS-STUTTGART, 2001, (02): : 281 - 285