A One‐Pot Three‐Step Strategy Enables Robust and Efficient Synthesis of 2‐Aryl Benzoxazoles from Amides. Issue 34 (8th September 2022)

• Record Type: Journal Article
• Authors: Huang, Bomao; Zhang, Xinlan; Guo, Yue; Tie, Shaolong; Yang, Dingqiao; Li, Yue
• Is Part Of: ChemistrySelect. Volume 7:Issue 34(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-09-08
• Subjects: Amides -- 2-Aryl Benzoxazoles -- One-Pot -- Tandem Reaction -- Transition-Metal-Free; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.202203149
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A one‐pot three‐step tandem approach has been developed and enabled direct transformation of amides into 2‐aryl benzoxazoles. This approach demonstrated high tolerance to various of halogen atoms, heterocyclic and aryl substituents. Moreover, after three steps reactions, this method allowed synthesis of 2‐aryl benzoxazoles in excellent yield, indicating the high conversion of each step. It showed the feasibility of transition‐metal free amide activation and transformation approach in 2‐aryl benzoxazoles synthesis. Abstract : A one‐pot three‐step tandem reaction is reported that enables the direct transformation of amides to corresponding 2‐aryl benzoxazoles in high yield. Up to 30 2‐aryl benzoxazoles have been successfully synthesized to demonstrate the feasibility of this new strategy in converting amides to highly valuable building blocks. Moreover, the transition‐metal‐free reaction conditions and minimized purification step enabling it an attractive protocol in synthesizing key intermediates bearing 2‐aryl benzoxazoles scaffold.