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可见光促进荧光素催化的氧化偶联反应合成苯并咪唑 [2,1-a]并异喹啉衍生物
引用本文:唐裕才. 可见光促进荧光素催化的氧化偶联反应合成苯并咪唑 [2,1-a]并异喹啉衍生物[J]. 精细化工, 2022, 39(7)
作者姓名:唐裕才
作者单位:湖南文理学院
基金项目:湖南省自然科学基金项目(2020JJ5390);湖南省科技创新计划资助(2021RC1013), 湖南文理学院科学研究重点项目
摘    要:苯并咪唑[2,1-a]并异喹啉衍生物广泛应用于生物医药、导电材料以及高分子等领域。开发其绿色的合成新方法具有重要的意义。在室温下以N-丙烯酰胺结构为自由基受体,1,3-二氧戊烷为自由基来源,荧光素为催化剂,可见光驱动下经历自由基加成/环化反应历程制备了苯并咪唑[2,1-a]并异喹啉骨架结构。在最优反应条件下,以48%~78%收率合成了11种具有不同取代基团的苯并咪唑[2,1-a]并异喹啉衍生物,采用1H NMR、13C NMR对终产物进行了结构鉴定。

关 键 词:苯并咪唑[2  1-a]并异喹啉;1  3-二氧戊烷;可见光;荧光素;绿色化工
收稿时间:2022-01-20
修稿时间:2022-02-24

Visible Light Promoting Fluorescein catalyzed Oxidative Coupling for the Synthesis of Benzimidazo[2,1-a]iso-quinolin-6(5H)-ones
TANG Yu-cai. Visible Light Promoting Fluorescein catalyzed Oxidative Coupling for the Synthesis of Benzimidazo[2,1-a]iso-quinolin-6(5H)-ones[J]. Fine Chemicals, 2022, 39(7)
Authors:TANG Yu-cai
Affiliation:Hunan University of Artsand Science
Abstract:Benzimidazo[2,1-a]isoquinolin-6(5H)-one moieties are one of the most important compounds exten-sively existed in many pharmaceutically active compounds and functional materials. It is of great scientific significance to develop a new efficient and green method for the synthesis of benzimidazo[2,1-a]isoquinolin-6(5H)-ones. In this paper, a visible-light promoted fluoresce-in-catalyzed oxidative coupling of N-methacryloyl-2-phenylbenzoimidazole with dioxolane has been successfully developed, which underwent radical addition/ cyclization to construct benzimid-azo[2,1-a]isoquinolin-6(5H)-one derivatives. Under the optimized reaction conditions, eleven ben-zimidazo[2,1-a]isoquinolin-6(5H)-ones were obtained in 48%-78% yields. Their structures were de-termined by 1HNMR and 13CNMR. This protocal has the advantages of mild condition, green and simplicity.
Keywords:Benzimidazo[2,1-a]isoquinolin-6(5H)-one derivatives   dioxolane   visible-light   fluorescein    green chemistry
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