Gallium triiodide-catalyzed organic reaction: A convenient procedure for the synthesis of coumarins

被引:19
作者
Sun, PP [1 ]
Hu, ZX [1 ]
机构
[1] Nanjing Normal Univ, Coll Chem & Environm Engn, Nanjing 210097, Peoples R China
关键词
coumarins; ethyl acetoacetate; gallium triiodide; Pechmann reaction; phenols;
D O I
10.1081/SCC-200064906
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Gallium triiodide, which was generated in situ by the reaction of gallium metal and iodine, was used as an efficient catalyst in the Pechmann condensation of phenols with ethyl acetoacetate, leading to the formation of coumarins. The reaction proceeded in dichloromethane at room temperature with good to excellent yields.
引用
收藏
页码:1875 / 1880
页数:6
相关论文
共 26 条
[11]  
MALI RS, 1977, SYNTHESIS-STUTTGART, P464
[12]   Bright red organic light-emitting diodes doped with a fluorescent dye [J].
Mitsuya, M ;
Suzuki, T ;
Koyama, T ;
Shirai, H ;
Taniguchi, Y ;
Satsuki, M ;
Suga, S .
APPLIED PHYSICS LETTERS, 2000, 77 (20) :3272-3274
[13]   A NOVEL AND EFFICIENT SYNTHESIS OF 5-SUBSTITUTED AND 5,6-DISUBSTITUTED 4-METHYLCOUMARINS USING ORGANOCERIUM(III) REAGENTS [J].
NAGASAWA, K ;
KANBARA, H ;
MATSUSHITA, K ;
ITO, K .
TETRAHEDRON LETTERS, 1985, 26 (52) :6477-6480
[14]  
Robertson A., 1931, J CHEMICALSOCIETY, P2426, DOI DOI 10.1039/JR9310002426
[15]   A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst [J].
Romanelli, GP ;
Bennardi, D ;
Ruiz, DM ;
Baronetti, G ;
Thomas, HJ ;
Autino, JC .
TETRAHEDRON LETTERS, 2004, 45 (48) :8935-8939
[16]  
SETHNA S, 1953, ORG REACTIONS, V7, P1
[17]   Sulphamic acid - An efficient and cost-effective solid acid catalyst for the Pechmann reaction [J].
Singh, PR ;
Singh, DU ;
Samant, SD .
SYNLETT, 2004, (11) :1909-1912
[18]   Acceleration of the Pechmann reaction by microwave irradiation: Application to the preparation of coumarins [J].
Singh, V ;
Singh, J ;
Kaur, KP ;
Kad, GL .
JOURNAL OF CHEMICAL RESEARCH, 1997, (02) :58-59
[19]   Microwave accelerated preparation of [bmim][HSO4] ionic liquid:: an acid catalyst for improved synthesis of coumarins [J].
Singh, V ;
Kaur, S ;
Sapehiyia, V ;
Singh, J ;
Kad, GL .
CATALYSIS COMMUNICATIONS, 2005, 6 (01) :57-60
[20]   ZrCl4-catalyzed Pechmann reaction:: Synthesis of coumarins under solvent-free conditions [J].
Smitha, G ;
Reddy, CS .
SYNTHETIC COMMUNICATIONS, 2004, 34 (21) :3997-4003