Substituent‐Controlled Divergent Cascade Cycloaddition Reactions of Chalcones and Arylalkynols: Access to Spiroketals and Oxa‐Bridged Fused Heterocycles. Issue 16 (6th July 2021)

• Record Type: Journal Article
• Authors: Zeng, Tianlong; Kong, Jingyang; Wang, Hongkai; Liu, Lingyan; Chang, Weixing; Li, Jing
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 16(2021)
• Page Start: 4024
• Page End: 4032
• Publication Date: 2021-07-06
• Subjects: Chalcones -- Arylalkynols -- Cascade cycloaddition reaction -- Spiroketals -- Oxa-bridged fused heterocycles; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202100523
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: Herein, we report substituent‐controlled divergent cascade cycloaddition reactions of chalcones and arylalkynols in the presence of PtI2 . Depending on the substituent on the chalcone, either spiroketals or oxa ‐bridged fused heterocycles could be obtained in the ranges of 86–97% and 87–95% yields under identical reaction conditions. Control experiments were carried out to elucidate the origin of the high chemoselectivity. These provide a method for the synthesis of a diverse array of structurally complex oxygen‐containing heterocycles. Abstract :