What question did this study set out to answer?

This research aims to develop a new protocol for dearomative indole annulation with disulfides.

February 16, 2026Organic Letters0 citations

Dearomative Indole Annulation with 2-Aminoaryldisulfide – an Approach for Accessing Polycyclic Indoline-Fused-Benzothiazine

SBSudipta BaurNational Institute of Pharmaceutical Education and Research SCSayari ChandaCentral University of Jharkhand JLJoydev K. Laha

Key Points

This research aims to develop a new protocol for dearomative indole annulation with disulfides.
Developed a practical protocol for the dearomative annulation of indoles with 2-aminoaryldisulfides.
Conducted mechanistic studies to understand the reaction pathway.
Tested the method under mild conditions with various functional groups.
The protocol shows remarkable tolerance toward different functional groups.
Successfully applied for late-stage modification of drugs and natural products.
Revealed that the reaction proceeds via activation of aryl disulfide by NFSI.

Abstract

Herein, we develop a practical protocol for the dearomative annulation of indoles with 2-aminoaryl disulfides under mild conditions for accessing three-dimensional (3D) indoline frameworks. The developed protocol shows remarkable tolerance toward different functional groups. Additionally, this method was applied for the late-stage modification of drugs and natural products. Mechanistic studies reveal that this reaction proceeds via the activation of aryl disulfide by NFSI, generating an electrophilic sulfur as a key intermediate.

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