摘要
以常见的苯乙酮为起始原料,通过盐酸羟胺的加成形成肟,部分肟在钯碳/氢气的条件下直接还原以较好产率得到相应伯胺;另一部分难以直接还原的肟,通过二苯基氯化膦的修饰,随后用硼氢化钠还原、氯化氢脱保护可得到一系列相应的伯胺。最后伯胺在碱性条件下与4-氯丁酰氯进行环化反应,以良好产率得到广泛用于生物活性物质的N-(1′-芳基烷基)-2-吡咯烷酮化合物。目标产物结构通过1HNMR、13 CNMR、HRMS-ESI等方式表征。
N-(diphenylphosphinyl)-imines were prepared via the reaction of aryl acetophenone with hydroxylamine hydrochloride.Among them,some primary amines were obtained by directly reducing the corresponding oximes under Pd/C/H 2 conditions.Regarding the oximes that are difficult to be directly reduced,they were modified with diphenyl phosphorus chloride,reduced with sodium borohydride,and deprotected with hydrogen chloride to obtain primary amines.The desired products,which can be used in the synthesis of many bioactive compounds,were obtained by cyclization of a primary amine with 4-chlorobutyryl chloride under basic conditions.The structures of the target products were characterized by 1HNMR,13 CNMR,and HRMS-ESI.
作者
李金辉
赵敏
陈建中
LI Jin-hui;ZHAO Min;CHEN Jian-zhong(School of Chemistry and Molecular Engineering,East China University of Science and Technology,Shanghai 200237,China;School of Chemistry and Chemical Engineering,Shanghai Jiao Tong University,Shanghai 200240,China)
出处
《化学试剂》
CAS
北大核心
2023年第10期138-148,共11页
Chemical Reagents
基金
国家自然科学基金项目(21702134)。
