A Catalyst‐Free Cycloaddition Reaction: Access to Spiro[chroman‐3, 2'‐indene‐1', 3'‐dione] Scaffolds. Issue 35 (11th December 2017)

• Record Type: Journal Article
• Authors: Han, Yuzhe; Zhu, Yingzu; Zhang, Pangmiaomiao; Li, Wenjun; Li, Pengfei
• Is Part Of: ChemistrySelect. Volume 2:Issue 35(2017)
• Page Start: 11380
• Page End: 11383
• Publication Date: 2017-12-11
• Subjects: Addition -- catalyst-free -- chroman -- quinone methides -- spirocycle; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201702398
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: We have reported herein a catalyst‐free cycloaddition of ortho ‐hydroxyphenyl‐substituted para ‐quinone methides and 2‐arylideneindane‐1, 3‐diones by which a series of chromans featuring a spiro indane‐1, 3‐dione scaffolds were obtained in high yields without any additives. Importantly, both anti ‐ and syn ‐ diastereomers could be obtained as single diastereomers respectively. Moverover, the current methold provides a novel and convenient approach for the efficient incorporation of the two biologically important scaffolds (chroman and spiro indane‐1, 3‐dione). Abstract : A catalyst‐free cycloaddition of ortho ‐hydroxyphenyl‐substituted para‐quinone methides and 2‐arylideneindane‐1, 3‐diones has been developed for the construction of spiro[chroman‐3, 2'‐indene‐1', 3'‐dione] scaffolds. Notably, both anti‐ and syn ‐diastereomers could be obtained as single diastereomer via this methodology.