Metal‐Free Oxidative Cyclization of o‐Acylphenols for the Construction of 2‐Aminobenzofuran‐3(2H)‐ones. Issue 15 (3rd April 2014)

• Record Type: Journal Article
• Authors: Yu, Hui; Huang, Weihua; Zhang, Fengling
• Is Part Of: European journal of organic chemistry. Issue 15(2014)
• Page Start: 3156
• Page End: 3162
• Publication Date: 2014-04-03
• Subjects: Synthetic methods -- Cycli­zation -- Oxygen heterocycles -- Amines; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201301756
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: An efficient metal‐free approach to the synthesis of 2‐aminobenzofuran‐3(2 H )‐ones has been developed. Using TBHP as an oxidant and I2 (or TBAI) as catalyst, 2‐acylphenols were treated with secondary amines to provide 2‐aminobenzofuran‐3(2 H )‐one derivatives in moderate to good yields. A possible reaction pathway for the formation of 2‐dimorpholinobenzofuran‐3(2 H )‐one is also discussed herein. Abstract : Oxidative coupling of 2‐acylphenols with secondary amines for the preparation of 2‐aminobenzofuran‐3(2 H )‐ones is reported. Using TBHP as oxidant and I2 (or TBAI) as catalyst, various 2‐aminobenzofuran‐3(2 H )‐one derivatives were synthesized in moderate to good yields.