The use of N-bridgehead heterocyclic indolizinium ylide in the synthesis of aza-cyanine dyes |
| |
| Affiliation: | 1. Department of Chemistry, Biochemistry and Physics, University of Québec at Trois-Rivières, C. P. 500, Trois-Rivières, Québec G9A 5H7,Canada;2. Department of Medicine, Rutgers Robert Wood Johnson Medical School, Rutgers Cancer Institute of New Jersey, New Brunswick, NJ 08901, USA;1. Departamento de Química, Universidade Federal de Santa Catarina, Campus Universitário Trindade, CP 476, Florianópolis, SC 88040-900, Brazil;2. Núcleo de Pesquisa em Ciências Exatas e Tecnológicas, Universidade de Franca, Franca, SP 14404-600, Brazil;1. Tokyo Women’s Medical University, 8-1 Kawada-cho, Shinjuku-ku, Tokyo 162-8666, Japan;2. School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan |
| |
| Abstract: | The reaction of 3-methyl-8-oxime-1-phenylpyrazolo [4,5-d]indolizinium (bezoindolizinium) ylide iodide with 2(4)-methyl substituted heterocyclic quaternary salts give 8[2(4)]-aza-monomethine cyanine dyes. Meanwhile, the reaction with carbonyl compounds followed by reaction with 2-methyl quinolinium methiodide salts afforded 5(2)-aza-trimethine cyanine dyes. On the other hand, the reaction of 5-formyl-2-methyl-4-phenylpyrazolo[4,5-d]indolizinium (benzoindolizinium) ylide iodide with hydroxylamine hydrochloride followed by reaction with N-methyl heterocyclic quaternary salts afforded the corresponding 5[4(1)]-aza-dimethine cyanine dyes. These new compounds are characterized with elemental analyses, visible absorption, IR, 13C NMR, 1H NMR and mass spectroscopy. The correlations between the structure and spectral properties of these dyes have been studied. |
| |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
