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吡啶高三蝶烯的合成
  • ISSN号：0567-7351
  • 期刊名称：Acta Chimica Sinica
  • 时间：2011
  • 页码：2070-2074
  • 分类：TQ253.2[化学工程—有机化工]
  • 作者机构：[1]华南理工大学化学化工学院,广州510640, [2]广东药学院医药化工学院,广州510006
  • 相关基金：国家自然科学基金（Nos.20872038,21072064）; 高等学校博士学科点专项科研基金（No.20060561024）资助项目
  • 相关项目：柱型杯芳烃的合成及其超分子化学研究
作者： 张红|刘文杰|曹德榕|江焕峰|
关键词： 高三蝶烯, 吡啶高三蝶烯, 10, 10-二(2-甲氧基-4-吡啶甲基)-9(10H)蒽酮, 蒽醇, 1, 7-亲电脱水反应, homotriptycene, pyridinylhomotriptycene, 10, 10-bis（2-methoxypyridin-4-yl-methyl）-9（10H）anthrone, anthracenol, 1, 7-electrophilic dehydration
中文摘要：

2-溴-4-甲基吡啶（1）经氯代和碘代反应合成了2-溴-4-碘甲基吡啶（3）,3和蒽酮（4）反应生成10,10-二（2-溴-4-吡啶甲基）-9（10H）蒽酮（5）,5在3 MPa下与NaOCH3反应得到10,10-二（2-甲氧基-4-吡啶甲基）-9（10H）蒽酮（6）,6经硼氢化钠还原得到蒽醇（7）,7在对甲苯磺酸催化下发生分子内的1,7-亲电脱水反应,生成吡啶高三蝶烯（8）.

英文摘要：

2-Bromo-4-methylpyridine（1） was converted to 2-bromo-4-iodomethylpyridine（3） by chlorina-tion and iodination;3 reacted with anthrone（4） to form 10,10-bis（2-bromopyridin-4-yl-methyl）-9（10H）anthrone（5）.Methoxy group was introduced to pyridine ring by nucleophilic substitution at 3 MPa with NaOCH3 to give 10,10-bis（2-methoxypyridin-4-yl-methyl）-9（10H）-anthrone（6）.6 was reduced by NaBH4 to give anthracenol（7）.7 was catalyzed by p-TsOH to give pyridinylhomotriptycene（8） by an intramolecular 1,7-electrophilic dehydration.

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期刊信息
  • 《化学学报》
  • 北大核心期刊（2014版）
  • 主管单位:中国科学院
  • 主办单位:中国化学会 中国科学院上海有机化学研究所
  • 主编：周其林
  • 地址：上海市零陵路345号
  • 邮编：200032
  • 邮箱：hxxb@sioc.ac.cn
  • 电话：021-54925085
  • 国际标准刊号：ISSN：0567-7351
  • 国内统一刊号：ISSN：31-1320/O6
  • 邮发代号:4-209
  • 获奖情况:
  • 首届国家期刊奖,第二届国家期刊奖提名奖,中国期刊方阵“双高期刊”
  • 国内外数据库收录:
  • 俄罗斯文摘杂志,美国化学文摘（网络版）,荷兰文摘与引文数据库,美国科学引文索引（扩展库）,日本日本科学技术振兴机构数据库,中国中国科技核心期刊,中国北大核心期刊（2004版）,中国北大核心期刊（2008版）,中国北大核心期刊（2011版）,中国北大核心期刊（2014版）,英国英国皇家化学学会文摘,中国北大核心期刊（2000版）
  • 被引量:28694