Dual Rh(II)/Pd(0) Relay Catalysis for One‐Pot Synthesis of α‐Quaternary Allylated Indolin‐2‐ones and Benzofuran‐2‐ones. (4th January 2021)

• Record Type: Journal Article
• Authors: Lee, Yu Lim; Lee, Kyu Ree; Xuan, Zi; Lee, Sang‐gi
• Is Part Of: Bulletin of the Korean Chemical Society. Volume 42:Number 3(2021)
• Page Start: 537
• Page End: 541
• Publication Date: 2021-01-04
• Subjects: Dual catalysis -- Rhodium catalyst -- Palladium catalyst -- Indolin‐2‐ones -- Benzofuran‐2‐ones; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/bkcs.12211
• Languages: English
• ISSNs: 0253-2964

Abstract

Abstract : Cooperative Rh(II) and Pd(0) dual relay catalysis has been developed, which allowed one‐pot synthesis of α‐quaternary allylated indolin‐2‐ones and benzofuran‐2‐ones. The catalytic reaction proceeded through the sequential Rh(II)‐catalyzed intramolecular aromatic C(sp 2 )‐H bond functionalization of α‐diazo carbonyl compounds, followed by Pd(0)‐catalyzed allylic alkylation with allylic carbonates to afford the products in high yields (up to 97%). Abstract : We have developed an efficient dual Rh(II)/Pd(0) relay catalysis for one‐pot synthesis of α‐quaternary allylated heterocyclic compounds. This reaction involves Rh(II)‐catalyzed intramolecular aromatic C(sp 2 )‐H functionalization of α‐diazo carbonyl compounds, followed by Pd(0)‐catalyzed allylic alkylation of allyl carbonates. Various α‐quaternary allylated indolin‐2‐ones and benzofuran‐2‐ones were synthesized in good to excellent yields (up to 97%).