NEW CS2CO3 CATALYST FOR THE WITTIG-HORNER SYNTHESIS OF ACRYLATES IN INTERFACIAL SOLID LIQUID CONDITIONS

被引:0
|
作者
SINISTERRA, JV
BARRIOS, J
MOULOUNGUI, Z
DELMAS, M
GASET, A
机构
[1] FAC SCI CORDOBA,DEPT INORGAN CHEM,CORDOBA,SPAIN
[2] ECOLE NATL SUPER CHIM TOULOUSE,INST NATL POLYTECH TOULOUSE,CHIM AGRORESSOURCES LAB,TOULOUSE,FRANCE
来源
BULLETIN DES SOCIETES CHIMIQUES BELGES | 1991年 / 100卷 / 03期
关键词
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cesium carbonate is described as an efficient catalyst for the Witting-Horner reaction in interfacial solid-liquid conditions. This solid is more effective catalyst than potassium carbonate or activated barium hydroxide catalyst (C-200), under the same experimental conditions. Phenolic aldehydes or aldehydes with N-H group can only carry to acrylate in the presence of cesium carbonate. These aldehydes are not reactive when potassium carbonate or C-200 are used as catalysts. The synthetic method is described and the influence of the cesium carbonate structure on the yield is discussed. The mechanism of the reaction is qualitatively described in terms of the nature of adsorbed species and the influence of the solid cell lattice on the yield. The difference in the catalytic activity observed in the solid bases tested is discussed on the bases of an interfacial solid-liquid mechanism.
引用
收藏
页码:267 / 275
页数:9
相关论文
共 50 条
  • [41] Highly efficient aerobic oxidation of benzylic and allylic alcohols by a simple catalyst system of [RuCl2(p-cymene)]2/Cs2CO3
    Lee, M
    Chang, SB
    TETRAHEDRON LETTERS, 2000, 41 (39) : 7507 - 7510
  • [42] WITTIG-HORNER REACTION OF DIMETHYL PHTHALIDE-3-PHOSPHONATES WITH KETONES - SYNTHESIS OF 3-YLIDENEPHTHALIDES AND THEIR CONVERSION TO 2,2-DISUBSTITUTED INDAN-1,3-DIONES INCLUDING SPIROCYCLIC COMPOUNDS
    WATANABE, M
    MORIMOTO, H
    TOMODA, M
    IWANAGA, U
    SYNTHESIS-STUTTGART, 1994, (10): : 1083 - 1086
  • [43] Synthesis and characterization of a new open-framework cobalt phosphate:: Cs2Co3(HPO4)(PO4)2•H2O
    Chiang, RK
    Huang, CC
    Lin, CR
    Wur, CS
    JOURNAL OF SOLID STATE CHEMISTRY, 2001, 156 (01) : 242 - 246
  • [44] An efficient one-pot synthesis of N-alkyl carbamates from primary amines using Cs2CO3
    Salvatore, RN
    Ledger, JA
    Jung, KW
    TETRAHEDRON LETTERS, 2001, 42 (35) : 6023 - 6025
  • [45] Efficient carbamate synthesis via a three-component coupling of an amine, CO2, and alkyl halides in the presence of Cs2CO3 and tetrabutylammonium iodide
    Salvatore, RN
    Shin, SI
    Nagle, AS
    Jung, KW
    JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (03): : 1035 - 1037
  • [46] Four-component defluorinative reaction of allylic fluorides, amidines, and Cs2CO3 under transition-metal-free conditions
    Chen, Yu-Lan
    Sun, Li-Wen
    Chen, Jia-Wei
    Zhu, Ming-Quan
    Ma, Mengtao
    Shen, Zhi-Liang
    Chu, Xue-Qiang
    GREEN CHEMISTRY, 2022, 24 (18) : 6816 - 6822
  • [47] A SIMPLIFIED WITTIG SYNTHESIS USING SOLID LIQUID TRANSFER PROCESSES .2. THE USE OF K2CO3 FOR THE SYNTHESIS OF ALKENES FROM AROMATIC AND ALIPHATIC-ALDEHYDES
    LEBIGOT, Y
    DELMAS, M
    GASET, A
    SYNTHETIC COMMUNICATIONS, 1982, 12 (02) : 107 - 112
  • [48] Cs2CO3-promoted efficient carbonate and carbamate synthesis on solid phase
    Salvatore, RN
    Flanders, VL
    Ha, D
    Jung, KW
    ORGANIC LETTERS, 2000, 2 (18) : 2797 - 2800
  • [49] A Mechanistic Approach on the Cs2CO3 Mediated Synthesis of 4-Azaindole Analogues Bearing Pyridine-3-Carboxamide and 1-Phenylethanone
    Atchuta Ramarao, T.
    Jha, Anjali
    Sen, Anik
    CHEMISTRYSELECT, 2022, 7 (21):
  • [50] Synthesis of α-Acyloxy-α′-hydroxy Ketones via Cyclic Carbonate Intermediates Generated from Tertiary Bromopropargylic Alcohols and Cs2CO3
    Shemyakina, Olesya A.
    Volostnykh, Ol'ga G.
    Stepanov, Anton, V
    Ushakov, Igor' A.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 2019 (42) : 7117 - 7121