One‐Pot Synthesis of 2‐Aminobenzophenones from 2‐Alkynyl Arylazides Catalyzed by Pd and Cu Precursors. Issue 32 (26th August 2021)

• Record Type: Journal Article
• Authors: Yang, Fan; Xu, Shijie; Fan, Hui; Zhao, Xuechun; Zhang, Xiaoxiang
• Is Part Of: European journal of organic chemistry. Issue 32(2021)
• Page Start: 4555
• Page End: 4558
• Publication Date: 2021-08-26
• Subjects: 2-Aminobenzophenones -- Azides -- Decarboxylation -- Hydrolysis -- One-pot reaction; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202100772
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: We describe a novel one‐pot three‐step reaction of 2‐alkynyl arylazides through palladium‐catalyzed formation of 3‐hydroxy‐3‐phenylindolin‐2‐ones followed by hydrolysis of amide bonds and copper‐catalyzed decarboxylation to give 2‐aminobenzophenones. This synthetic method works well with various 2‐alkynyl arylazides and affords the products in moderate to good yields under mild reaction conditions. Abstract : A novel, one‐pot, three‐step synthetic method to prepare 2‐aminobenzophenones from 2‐alkynyl arylazides has been disclosed. This reaction is catalyzed by palladium to form 3‐hydroxy‐3‐phenylindolin‐2‐ones, which is followed by hydrolysis of amide bonds and copper‐catalyzed decarboxylation to generate 2‐aminobenzophenones. The desired products are afforded in moderate to good yields under mild reaction conditions.