An efficient approach toward formation of polycyclic coumarin derivatives via carbocation-initiated [4+2] cycloaddition and atom-economical photo-irradiated cyclization. Issue 74 (23rd August 2016)

• Record Type: Journal Article
• Authors: Chen, Ling; Cui, Yu-Ming; Xu, Zheng; Cao, Jian; Zheng, Zhan-Jiang; Xu, Li-Wen
• Is Part Of: Chemical communications. Volume 52:Issue 74(2016)
• Page Start: 11131
• Page End: 11134
• Publication Date: 2016-08-23
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c6cc05698a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Polycyclic coumarin derivatives were easily prepared by carbocation initiated [4+2] cycloaddition of propargyl silyl ethers with ynamides and fluorescent analysis-oriented photo-irradiated cyclization. Abstract : Facile carbocation-initiated [4+2] cycloaddition of o -anisole-substituted propargyl silyl ethers and ynamides led to the formation of 4-vinylcoumarins. Subsequent intramolecular cyclization of 3-aryl-4-vinylcoumarins afforded polycyclic coumarin derivatives 11, 12-dihydronaphtho[1, 2- c ]chromen-5-ones in excellent yields under mild photo-irradiated conditions established by fluorescence analysis-oriented screening.