3-oxidopyraziniums -: [4+2] versus [3+2]cycloadditions

被引：8
|
作者：
Joomun, Zarina [1 ]
Raftery, Jim [2 ]
Delawarally, Khalil [1 ]
Laulloo, Sabina Jhaumeer [1 ]
Joule, John A. [2 ]
机构：
[1] Univ Mauritius, Dept Chem, Reduit, Mauritius
[2] Univ Manchester, Sch Chem, Manchester M13 9PL, Lancs, England
来源：
ARKIVOC | 2007年
关键词：
3-oxidopyrazinium; 2-azadiene; dipolar cycloaddition;
D O I：
10.3998/ark.5550190.0008.g05
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of 1,5,6-trimethyl-3-oxidopyrazinium with methyl methacrylate provides the first example of such a species reacting in a cycloaddition as a 2-azadiene [4+2], as opposed to a 1,3-dipole [3+2].
引用
收藏
页码：51 / 57
页数：7
相关论文
共 50 条
  • [21] TANDEM [4+2]/[3+2]-CYCLOADDITIONS .2. ASYMMETRIC INDUCTION WITH A CHIRAL VINYL ETHER
    DENMARK, SE
    SENANAYAKE, CBW
    HO, GD
    TETRAHEDRON, 1990, 46 (13-14) : 4857 - 4876
  • [22] TANDEM INTER[4+2] INTRA[3+2] CYCLOADDITIONS .6. THE BRIDGED MODE
    DENMARK, SE
    STOLLE, A
    DIXON, JA
    GUAGNANO, V
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (07) : 2100 - 2101
  • [23] DFT Study of Intermolecular [4+2] versus [3+2] Cycloadditions in the Dimerization of 2,4,6-Trinitrotoluene (TNT): Regioselectivity and Stereoselectivity
    Chen, Xiao-Fang
    Hou, Chun-Yuan
    Han, Ke-Li
    JOURNAL OF PHYSICAL CHEMISTRY A, 2010, 114 (02): : 1169 - 1177
  • [24] Tandem double intramolecular [4+2]/[3+2] cycloadditions of nitroalkenes. The fused/bridged mode
    Denmark, SE
    Gomez, L
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (21): : 8015 - 8024
  • [25] Tandem inter [4+2]/intra [3+2] cycloadditions of nitroalkenes. Application to the synthesis of aminocarbasugars
    Denmark, SE
    Juhl, M
    HELVETICA CHIMICA ACTA, 2002, 85 (11) : 3712 - 3736
  • [26] Multicomponent domino [4+2]/[3+2] cycloadditions of nitroheteroaromatics: An efficient synthesis of fused nitrogenated polycycles
    Chataigner, Isabelle
    Piettre, Serge R.
    ORGANIC LETTERS, 2007, 9 (21) : 4159 - 4162
  • [27] Tandem inter [4+2] intra [3+2] cycloadditions of nitroalkenes.: The bridged mode (β-tether)
    Denmark, SE
    Dixon, JA
    JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (18): : 6167 - 6177
  • [28] [3+2] and [4+2] cycloadditions of alpha-nitrosostyrene to 2-hydromethylene indanone and its derivatives
    Hegazi, S
    Titouani, SL
    Soufiaoui, M
    Tahdi, A
    TETRAHEDRON, 2004, 60 (47) : 10793 - 10798
  • [29] The phosphaethynolate anion reacts with unsaturated bonds: DFT investigations into [2+2], [3+2] and [4+2] cycloadditions
    Liu, Liu
    Zhu, Jun
    Zhao, Yufen
    CHEMICAL COMMUNICATIONS, 2014, 50 (77) : 11347 - 11349
  • [30] [4+2] and [4+3] catalytic cycloadditions of allenes
    Lopez, Fernando
    Mascarenas, Jose L.
    CHEMICAL SOCIETY REVIEWS, 2014, 43 (09) : 2904 - 2915
12345