gem-dibromomethylarenes:: A convenient substitute for noncommercial aldehydes in the Knoevenagel-Doebner reaction for the synthesis of α,β-unsaturated carboxylic acids

被引:59
作者
Augustine, John Kallikat
Naik, Yanjerappa Arthoba
Mandal, Ashis Baran
Chowdappa, Nagaraja
Praveen, Vinuthan B.
机构
[1] Syngene Int Ltd, Bangalore 560100, Karnataka, India
[2] Kuvempu Univ, Dept Chem, Shimoga 577451, India
关键词
D O I
10.1021/jo701888m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[Graphics] A facile synthesis of alpha,beta-unsaturated carboxylic acids from gem-dibromomethylarenes is described. gem-Dibromomethylarenes are employed for the first time in the Knoevenagel-Doebner reaction as aldehyde equivalents for the efficient synthesis of alpha,beta-unsaturated carboxylic acids.
引用
收藏
页码:9854 / 9856
页数:3
相关论文
共 18 条
[1]  
ARUN KS, 2007, TETRAHEDRON, V63, P960
[2]  
CALLOW R. K., 1960, BEE WORLD, V41, P152
[3]   NOVEL CAFFEIC ACID-DERIVATIVES - EXTREMELY POTENT INHIBITORS OF 12-LIPOXYGENASE [J].
CHO, H ;
UEDA, M ;
TAMAOKA, M ;
HAMAGUCHI, M ;
AISAKA, K ;
KISO, Y ;
INOUE, T ;
OGINO, R ;
TATSUOKA, T ;
ISHIHARA, T ;
NOGUCHI, T ;
MORITA, I ;
MUROTA, S .
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (04) :1503-1505
[4]  
COLEMAN GH, 1943, ORG SYNTH, V2, P89
[5]   An approach to the identification of potent inhibitors of influenza virus fusion using parallel synthesis methodology [J].
Deshpande, MS ;
Wei, JM ;
Luo, GX ;
Cianci, C ;
Danetz, S ;
Torri, A ;
Tiley, L ;
Krystal, M ;
Yu, KL ;
Huang, S ;
Gao, Q ;
Meanwell, NA .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (17) :2393-2396
[6]  
DOEBNER O, 1900, BER, V33, P2104
[7]   SUBSTITUENT EFFECTS ON BROMODECARBOXYLATION REACTIONS [J].
KINGSBURY, CA ;
MAX, G .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (16) :3131-3139
[8]  
Knoevenagel E., 1898, J. Am. Chem. Soc, V31, P2596, DOI [10.1002/cber.18980310308, DOI 10.1002/CBER.18980310308]
[9]  
KNOEVENAGEL E, 1898, BER, V31, P2619
[10]   ZUR UMSETZUNG GEMINALER DIHALOGEN-VERBINDUNGEN MIT PYRIDINBASEN [J].
KROHNKE, F ;
LEISTER, H .
CHEMISCHE BERICHTE-RECUEIL, 1958, 91 (06) :1295-1300