Synthesis and condensation reactions of the boron difluoride complex with 3-acetyl-4-hydroxy-1-methyl-2-quinolone

被引:10
作者
Manaev, A. V. [1 ]
Okhrimenko, I. N. [1 ]
Lyssenko, K. A. [2 ]
Traven', V. F. [1 ]
机构
[1] DI Mendeleev Univ Chem Technol Russia, Moscow 125047, Russia
[2] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia
基金
俄罗斯基础研究基金会;
关键词
quinolones; boron complexes; dyes; aldol condensation; fluorescence; crystal structure;
D O I
10.1007/s11172-008-0229-y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A reaction of 3-acetyl-4-hydroxy-1-methyl-2-quinolone with boron trifluoride etherate gave its boron difluoride complex. Condensation of this complex with various carbonyl compounds afforded new 2-quinolone derivatives (polymethine and styryl dyes) that intensely absorb in the visible region of the spectrum and show effective fluorescence.
引用
收藏
页码:1734 / 1739
页数:6
相关论文
共 8 条
[1]   Boron chelates in the synthesis of α,β-unsaturated ketones of the coumarin series [J].
Manaev, A. V. ;
Chibisova, T. A. ;
Traven, V. F. .
RUSSIAN CHEMICAL BULLETIN, 2006, 55 (12) :2226-2232
[2]   Synthesis and structures of boron complexes of acyl hydroxy coumarins [J].
Manaev, A. V. ;
Chibisova, T. A. ;
Lyssenko, K. A. ;
Antipin, M. Yu. ;
Traven, V. F. .
RUSSIAN CHEMICAL BULLETIN, 2006, 55 (11) :2091-2094
[3]  
MANSOUR GM, 1988, COLLECT CZECH CHEM C, V2, P53
[4]  
ROSCHGER P, 1990, LIEBIGS ANN CHEM, V2, P821
[5]  
SAYED AA, 1977, ACTA CHIM HUNG, V2, P94
[6]   HeI photoelectron spectra and X-ray crystal structure of 2,2-difluoro-4-methyl-5,6-[2H-benzopyrano(3,4-e)-2-one]-1,3,2-dioxaborine [J].
Traven, VF ;
Manaev, AV ;
Chibisova, TA .
JOURNAL OF ELECTRON SPECTROSCOPY AND RELATED PHENOMENA, 2005, 149 (1-3) :6-10
[7]   Polymethine dyes derived from boron complexes of, acetylhydroxycoumarins [J].
Traven, VF ;
Chibisova, TA ;
Manaev, AV .
DYES AND PIGMENTS, 2003, 58 (01) :41-46
[8]  
UKRAINETS IV, 1993, CHEM HETEROCYCL COMP, V29, P1041