过渡金属催化的6-苯基-5, 6-二氢-2H-吡喃-2-酮的合成——推荐一个大学有机化学综合实验

doi:10.3866/PKU.DXHX202105004

Abstract

Abstract:

The connection and fragmentation of carbon-carbon bond is always a hot topic in organic synthesis, and scientists have been finding different ways to achieve this goal. Many achievements have been made in this field. Grignard reaction and olefin metathesis reaction are the famous and typical ones. In particular, olefin metathesis provides a new way to connect sp² carbon and sp² carbon, which suits some active molecules. Therefore, the 2005 Nobel Prize in Chemistry was awarded to three scientists who made outstanding contributions to olefin metathesis. This experiment is consisted of three reactions, including the improved Grignard reaction, DMAP-catalyzed esterification, and ring closing olefin metathesis cyclization. It is helpful to understand the process and mechanism of organic reactions and enjoy the charm of organic synthesis.

Key words: Olefin metathesis, Grignard reaction, Esterification, Carbon-carbon bond formation

Zhitong Liu, Ziyi Zhao, Bo Peng, Yueming Qu, Songlin Tian, Shouyun Yu. Transition-Metal-Catalyzed Synthesis of 6-Phenyl-5, 6-dihydro-2H-pyran-2-one: A Comprehensive Organic Experiment for Undergraduate Students[J].University Chemistry, 2022, 37(2): 2105004.

Figures/Tables 10

References 14

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仪器	型号	厂家	国家
分析天平	LE204E	梅特勒-托利多仪器	中国
磁力搅拌器	HS 7	IKA	德国
紫外灯(254 nm)	ZF-20D	上海锦岐仪器	中国
旋转蒸发仪	N-1100	惠恒科技	中国
400 MHz核磁共振仪	BRUKER AVANCE Ⅲ 400 MHz	Bruker	美国

序号	溶剂	底物浓度/(mol?L^?1)	反应温度/℃	反应时间/h	产率
1	分析纯甲苯	0.125	100	3	23%
2	无水二氯甲烷	0.01	45	4	82%

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Transition-Metal-Catalyzed Synthesis of 6-Phenyl-5, 6-dihydro-2H-pyran-2-one: A Comprehensive Organic Experiment for Undergraduate Students

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