2-异(口恶)唑啉等氮杂环化合物在二铬酸氢四吡啶合镍(II)氧化下的脱氢芳构化反应 |
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引用本文: | 王炳祥,何婷,李邨,胡宏纹. 2-异(口恶)唑啉等氮杂环化合物在二铬酸氢四吡啶合镍(II)氧化下的脱氢芳构化反应[J]. 有机化学, 2003, 23(8): 794-798 |
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作者姓名: | 王炳祥 何婷 李邨 胡宏纹 |
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作者单位: | [1]南京师范大学化学与环境科学学院,南京210097 [2]南京大学化学与化工学院,南京210093 |
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基金项目: | 国家自然科学基金(No.20072016)、江苏省教育厅自然科学基金(№.00KJDl500D1)和南京师范大学环境友好化学重点实验室资助项目. |
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摘 要: | 研究了3,5-二芳基-4,5-二氢异(口恶)唑化合物(1a~3c)和1,3,5-三苯 基-4,5-二氢吡唑化合物(5)分别在二铬酸氢四吡啶合镍(II)[(Py)_4Ni (HCrO_4)_2]氧化下脱氢反应的结果;研究了在[(Py)_4Ni(HCrO_4)_2]存在下,吡 啶叶立德、喹啉叶立德或异喹啉叶立德分别和缺电子烯烃反应,一步法合成中氮茚 衍生物 9a~9b,11a~11b,13的结果,发现金属配合物氧化剂二铬酸氢四吡啶合 镍(II)可用于多类杂环化合物的脱氢芳构化。
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关 键 词: | 异恶唑 P 吡唑 P 吡啶 P 脱氢 芳构化 |
修稿时间: | 2002-11-12 |
Aromatizaiton of 2-Isoxazolines and Some N-Containing Heterocyclic Compounds by Tetrakis-pyridine Nickel (II) Dichromate |
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Affiliation: | College of Chemistry and Environemtn Science, Nanjing Normal Univeristy;Department of Chemistry, Nanjing University |
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Abstract: | Aromatization of 3,5-diaryl-4,5-dihydroisoxazoles (la ~ le), 1,4- dihydropyridines (3a ~ 3c) and 1,3,5-triphenyl-4,5-dihydropyrazole (5) were promoted by tetrakis-pyridine nickel(ll) dichromate to yield the corresponding 3,5-diarylisoxazoles (2a ~ 2e) in moderate yields (52% ~ 72%), pyridine derivatives (4a ~ 4b) in moderate to high yields (79% ~ 88%) and 1,3, 5-triphenylpyrazole (6) in 81% yield, respectively. A one-pot procedure was developed to prepare the derivatives of indolizines 9a ~ 9b, lla ~ lib and 13 in moderate to high yields (84% ~ 93%) by the reaction of pyridinium JV-ylides, isoquinolinium iV- ylides or quinolinium iV-ylides with electron-deficient 8a~8b in the presence of tetrakispyridine nickel (II) dichromate (TPND). The results showed that TPND possesses very good activities on the aromatization of ^-containing heterocyclic compounds. |
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Keywords: | ISOXAZOLE P PYRAZOLE P PYRIDINE P DEHYDROGENATION AROMATIZATION |
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