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Dearomative Indole Annulation with 2-Aminoaryldisulfide - an Approach for Accessing Polycyclic
Sudipta Baur1, Sayari Chanda1, Joydev K Laha1
1Department of Pharmaceutical Technology (Process Chemistry), National Institute of Pharmaceutical Education and Research, S. A. S. Nagar, Mohali, Punjab 160062, India.
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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