Mild Base-Promoted Tandem Nucleophilic Substitution/Decarboxylation/Hydroamination: Access to 3‑Sulfonylindoles and 2‑Methyleneindophenols

Abstract

We have developed an efficient construction of 3-sulfonylindoles and 2-methyleneindophenols via decarboxylative propargylation/hydroamination of ethynyl benzoxazinanones using sodium sulfonates and phenols as the nucleophiles. The reaction featured mild conditions (K2CO3), simple operation, and high chemoselectivity and was transition-metal-free. Our protocol could also be extended to other nucleophiles, including malonates, alcohols, and indoles. The broad substrate scope and scalability made this protocol practical for the synthesis of indole derivatives