紫外光诱导1-甲基-2-苯基吲哚啉的合成与表征——国家自然科学基金项目转化的综合型微量有机化学实验

doi:10.3866/PKU.DXHX202109039

Abstract

Abstract:

Organic photochemical reactions have attracted significant attention in recent years. Compounds based on the skeleton of indoline heterocyclic rings have shown various biological activities, such as antifungal, pest control, and medicinal activities for metabolic diseases. In the research of NSFC, we developed a new environmentally friendly method to synthesize indoline derivatives. Based on the results obtained from an organic micro chemical experiment, the synthesis of 1-methyl-2-phenyl indoline with styrene and 2-iodo-N-methylaniline was proposed through [3 + 2] radical cyclization induced by light. By introducing the latest scientific research findings into experimental teaching, the content and level can be enriched, and thus, we can help students establish the concept of green chemistry and environmental awareness, as well as effectively expand their knowledge.

Key words: UV-light chemistry, Indoline, Green chemistry, Laboratory teaching

MSC2000:

Bing Li, Xinxin Zhao, Wujiong Xia, Yunchen Du, Xijiang Han. Synthesis and Characterization of 1-Methyl-2-phenylindolin Induced by UV light: A Comprehensive Organic Micro Chemistry Experiment Converted from NSFC Research[J].University Chemistry, 2022, 37(7): 2109039.

Figures/Tables 6

References 10

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组别	光源	添加剂	避光	空气	产率/%
组1 (标准条件)	300 nm	√			60–65
组2	254 nm	√			20–25
组3	300 nm				45–50
组4		√	√		None
组5	300 nm	√		√	40–45

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Synthesis and Characterization of 1-Methyl-2-phenylindolin Induced by UV light: A Comprehensive Organic Micro Chemistry Experiment Converted from NSFC Research

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