A simple approach to indeno-coumarins via visible-light-induced cyclization of aryl alkynoates with diethyl bromomalonate. Issue 18 (6th August 2019)

• Record Type: Journal Article
• Authors: Li, Qingrui; Yin, Yunnian; Li, Yabo; Zhang, Jianye; Huang, Mengmeng; Kim, Jung Keun; Wu, Yangjie
• Is Part Of: Organic chemistry frontiers. Volume 6:Issue 18(2019)
• Page Start: 3238
• Page End: 3243
• Publication Date: 2019-08-06
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c9qo00795d
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Visible-light-induced triple-domino cyclization between aryl alkynoates and diethyl bromomalonate was developed for the synthesis of indeno-coumarins. Abstract : Visible-light-induced triple-domino cyclization between aryl alkynoates and diethyl bromomalonate was developed for the synthesis of indeno-coumarins. This one-pot method substantially simplified the production process for indeno-coumarins and a series of indeno-coumarins could be isolated in moderate to high yields. It was found that the obtained indeno-coumarins could be used as additional photosensitizers to initiate this transformation. A possible radical mechanism accompanying the processes of electron transfer and energy transfer is proposed based on the results of ESI-MS analysis, cyclic voltammetry, Stern–Volmer quenching experiments and control experiments. The photoluminescence properties (emission spectra and quantum yields) of the obtained indeno-coumarins were investigated.