C‐H Activation of 2‐Arylbenzoxazinones in Aqueous Medium: Synthesis of Fused Isoindolinones Using a Heterogeneous Magnetic Pd‐Catalyst. Issue 45 (1st December 2022)

• Record Type: Journal Article
• Authors: Patra, Debabrata; Saha, Amit
• Is Part Of: European journal of organic chemistry. Volume 2022:Issue 45(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-12-01
• Subjects: Aqueous reaction medium -- C−H activation -- Decarboxylative acylation -- Isoindolinone -- Magnetic Pd-catalyst; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202201042
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: We have developed a C−H activation protocol of 2‐arylbenzoxazinones in aqueous medium under open aerial atmosphere at close to room temperature (40 °C) using magnetic Pd‐catalyst. 2‐Arylbenzoxazinones react with phenylglyoxylic acids via decarboxylative C−H acylation followed by cyclization reaction to produce the isoindolinone compounds. The reaction can be arrested at the intermediate step to obtain the ortho ‐acylated derivative at a certain lower temperature. The heterogeneous Pd‐catalyst is easy to separate magnetically and shows good recyclability. Abstract : A recyclable magnetic‐Pd catalyst has been used in decarboxylative C−H activation of 2‐aryl benzoxazinones for the synthesis of fused‐isoindolinone derivatives in aqueous medium under aerial atmosphere at 40 °C. Controlling the reaction temperature the reaction can be arrested at an intermediate step to obtain the ortho ‐acylated product selectively.