A convenient general synthesis of 3-substituted 2H-chromene derivatives

被引：66
|
作者：
Kaye, PT [1 ]
Nocanda, XW [1 ]
机构：
[1] Rhodes Univ, Dept Chem, ZA-6140 Grahamstown, South Africa
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / 10期
关键词：
D O I：
10.1039/b201827f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Reactions of 2-hydroxybenzaldehydes and 2-hydroxy-1-naphthaldehydes with various activated alkenes under Baylis-Hillman conditions have been shown to proceed with regioselective cyclisation to afford the corresponding 3-substituted chromene derivatives. In some cases competitive dimerisation of the alkene component was observed, and direct dimerisation in the absence of the aldehyde has been explored.
引用
收藏
页码：1318 / 1323
页数：6
相关论文
共 50 条
  • [1] Formation of benzofuran and 2H-chromene structures in one reaction. A novel synthesis of 2H-chromene derivatives
    Ukhin, LY
    Orlova, ZI
    Shishkin, OV
    Struchkov, YT
    RUSSIAN CHEMICAL BULLETIN, 1996, 45 (05) : 1162 - 1168
  • [2] Catalytical promiscuity of α-amylase: Synthesis of 3-substituted 2H-chromene derivatives via biocatalytic domino oxa-Michael/aldol condensations
    Zhou, Long-Hua
    Wang, Na
    Zhang, Wei
    Xie, Zong-Bo
    Yu, Xiao-Qi
    JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2013, 91 : 37 - 43
  • [3] CONVENIENT SYNTHESIS OF 2-SUBSTITUTED 3-NITRO-2H-CHROMENE DERIVATIVES
    SAKAKIBARA, T
    KOEZUKA, M
    SUDOH, R
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1978, 51 (10) : 3095 - 3096
  • [4] A convenient synthesis of 2-Substituted 3-Nitro-2H-chromene Derivatives
    Sakakibara, Tohru
    Koezuica, Masaru
    Sudoh, Rokuro
    Bulletin of the Chemical Society of Japan, 1978, 51 (10): : 3095 - 3096
  • [5] COMPARISON OF RADIOPROTECTIVE ACTIVITIES OF SIMILAR SUBSTITUTED DERIVATIVES OF BENZOFURANE AND 2H-CHROMENE
    FATOME, M
    ANDRIEU, L
    LAVAL, JD
    CLAVEL, JM
    BLANCO, L
    GUILLAUMEL, J
    RENE, L
    ROYER, R
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1977, 12 (04) : 383 - 384
  • [6] Efficient synthesis of 2H-chromene derivatives via a dual-organocatalytic reaction
    Somprasong, Siriphong
    Prasitwatcharakorn, Watcharapon
    Luanphaisarnnont, Torsak
    TETRAHEDRON LETTERS, 2020, 61 (42)
  • [7] Synthesis and pharmacological characterization of multiply substituted 2H-chromene derivatives as P2Y6 receptor antagonists
    Jung, Young-Hwan
    Shah, Qasim
    Lewicki, Sarah A.
    Pramanik, Asmita
    Gopinatth, Varun
    Pelletier, Julie
    Sevigny, Jean
    Iqbal, Jamshed
    Jacobson, Kenneth A.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2022, 75
  • [8] A CONVENIENT SYNTHESIS OF 3-SUBSTITUTED 1H-INDOLES
    PRASHAD, M
    LAVECCHIA, L
    PRASAD, K
    REPIC, O
    SYNTHETIC COMMUNICATIONS, 1995, 25 (01) : 95 - 100
  • [9] A convenient synthesis of 3-substituted 1H-indoles
    Technical R and D, Sandoz Research Institute, Sandoz Pharmaceutical Corporation, East Hanover, NJ 07936, United States
    SYNTH. COMMUN., 1 (95-100):
  • [10] Electrochemical Oxidative Annulation of Inactivated Alkynes for the Synthesis of Sulfonated 2H-Chromene Derivatives
    Thondur, Jagadeesh Reddy
    Sharada, Duddu S.
    Satyanarayana, Gedu
    ORGANIC LETTERS, 2023, 25 (16) : 2793 - 2797
12345