874006-96-9Relevant academic research and scientific papers
Visible-light-mediated radical cascade reaction: Synthesis of 3-bromocoumarins from alkynoates
Feng, Shangbiao,Li, Jinlai,Liu, Zaimin,Sun, Haiyu,Shi, Hongliang,Wang, Xiaolei,Xie, Xingang,She, Xuegong
, p. 8820 - 8826 (2017)
A visible-light-mediated radical addition of alkynoates to generate 3-bromocoumarins by using N-bromosuccinimide as the bromo source has been accomplished. This procedure provides a bromo radical addition/spirocyclization/ester migration cascade reaction
An efficient light on-off one-pot method for the synthesis of 3-styryl coumarins from aryl alkynoates
Kong, Hongjun,Li, Qingrui,Yin, Yunnian,Huang, Mengmeng,Kim, Jung Keun,Zhu, Yu,Li, Yabo,Wu, Yangjie
supporting information, p. 4621 - 4628 (2019/05/16)
An efficient one-pot stepwise method to synthesize 3-styryl-4-arylcoumarins from simple alkynoates is demonstrated. On the basis of the control experiments, a possible mechanism involving light-driven radical cyclization and Pd-catalysed cross-coupling processes for this synthesis method is proposed. The results of X-ray analysis and spectroscopy experiments prove that the substituent effect has a significant influence on the absorption and emission properties of the synthesized 3-styryl coumarins.
Preparation method of 7-substituted 3-bromo-4-phenylcoumarin series compounds
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Paragraph 0046; 0047; 0048; 0049; 0050; 0051, (2016/12/22)
The invention discloses a preparation method of 7-substituted 3-bromo-4-phenylcoumarin series compounds. The preparation method comprises the following steps: 1, tetrabutylammonium bromide generates bromine free radicals under the action of potassium persulfate with 3-substituted phenol phenylpropiolate as a reaction substrate; and 2, acetylene bonds are attacked by the bromine free radicals prepared in step 2 to carry out a cyclic [1, 2] ester migration reaction at 90DEG C for 8-12h to efficiently prepare the 7-substituted 3-bromo-4-phenylcoumarin series compounds. The method has the advantages of high chemical selectivity, mild conditions, extensive applicability of the substrate, simple operation, low cost, few byproducts, high purity and convenient separation and purification of the above product, and suitableness for large-scale preparation; and bromo groups are introduced to product molecules, and have good reaction activity, so the product can be further converted through other organic reactions, and has considerable application prospect.
