Efficient organocatalyzed solvent-free selective synthesis of conjugated enones

被引:32
|
作者
Goswami, Papori [1 ]
Das, Babulal [1 ]
机构
[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, India
关键词
1,3-Dicarbonyl compounds; Knoevenagel; Aldehydes; Enones; Solvent free; CATALYZED KNOEVENAGEL CONDENSATION; BAYLIS-HILLMAN REACTION; DIELS-ALDER REACTIONS; MICROWAVE IRRADIATION; PART; ALDEHYDES; ACID; 3-CARBOXYCOUMARINS; MICHAEL; COUMARINS;
D O I
10.1016/j.tetlet.2008.12.036
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of conjugated dienones and enones were synthesized by a reaction of both conjugated and simple aldehydes, respectively, with 1,3-dicarbonyl compounds. and aldehydes Under solvent-free conditions at room temperature in the presence of 10 mol % of L-profine as catalyst. The selective formation of one isomer was, observed exclusively with most of the 1,3-dicarbonyl compounds and aldehydes. The most commonly formed xanthene derivative from the cyclic diketones is inhibited with our protocol, with the exclusive formation of conjugated dienones only. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:897 / 900
页数:4
相关论文
共 50 条
  • [1] Solvent-Free Enantioselective Organocatalyzed Aldol Reactions
    Banon-Caballero, Abraham
    Guillena, Gabriela
    Najera, Carmen
    MINI-REVIEWS IN ORGANIC CHEMISTRY, 2014, 11 (02) : 118 - 128
  • [2] An efficient and selective solvent-free oxidation of alcohols
    Lou, JD
    Wang, LZ
    CHEMICAL PAPERS, 2003, 57 (02): : 136 - 137
  • [3] An efficient synthesis of quinolines under solvent-free conditions
    Chaudhuri, MK
    Hussain, S
    JOURNAL OF CHEMICAL SCIENCES, 2006, 118 (02) : 199 - 202
  • [4] An Efficient and Solvent-Free Synthesis of Mixed Ortho Esters
    Cosgrove, Kelly L.
    McGeary, Ross P.
    SYNLETT, 2008, (16) : 2425 - 2428
  • [5] An efficient synthesis of quinolines under solvent-free conditions
    Mihir K. Chaudhuri
    Sahid Hussain
    Journal of Chemical Sciences, 2006, 118 : 199 - 202
  • [6] Efficient Synthesis of Ferrocenylcyclohexenone Under Solvent-Free Conditions
    Shen, Zhi-Liang
    Zhou, Wei-Juan
    Yang, Jin-Ming
    Ji, Shun-Jun
    SYNTHETIC COMMUNICATIONS, 2009, 39 (21) : 3924 - 3933
  • [7] Microwave-induced solvent-free, rapid and efficient synthesis of conjugated nitroalkenes using sulfated zirconia
    Bandgar, BP
    Kasture, SP
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2001, 40 (12): : 1239 - 1241
  • [8] Solvent-Free Stereoselective Organocatalyzed Aldol Reaction of 2-Hydroxycyclobutanone
    Aitken, David J.
    Capitta, Francesca
    Frongia, Angelo
    Ollivier, Jean
    Piras, Pier Paolo
    Secci, Francesco
    SYNLETT, 2012, (05) : 727 - 730
  • [9] A simple, efficient and selective α-monobromination for arylacenones under solvent-free condition
    Liu, Mingxing
    Hu, Lixiu
    Wang, Xianwen
    Zhu, Hongda
    ADVANCES IN CHEMICAL ENGINEERING, PTS 1-3, 2012, 396-398 : 1079 - 1082
  • [10] Silica triflate as an efficient reagent for the solvent-free synthesis of coumarins
    Farhad Shirini
    Katayoun Marjani
    Hossein Taherpour Nahzomi
    Mohammad Ali Zolfigol
    Chinese Chemical Letters, 2007, (08) : 909 - 911