Synthesis
DOI: 10.1055/a-2492-3240
feature

Synthesis of Isatins via Oxone®/TBAI-Mediated On-Water Oxidation of Indoles

Pratiksha Khajuria
a   Natural Products and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu and Kashmir 180001, India
b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India
,
Debojyoti Bag
a   Natural Products and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu and Kashmir 180001, India
b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India
c   Organic Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411008, India
,
Sanghapal D. Sawant
a   Natural Products and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu and Kashmir 180001, India
b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India
c   Organic Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411008, India
› Author Affiliations
This work was financially supported by the Council of Scientific and Industrial Research, India (CSIR, India) via Project Nos. HCP23 and HCP50. P.K. thanks CSIR for a fellowship. D.B. thanks CSIR-IIIM and CSIR-NCL for fellowships.


Abstract

Isatins and their derivatives are important scaffolds in a wide range of pharmaceuticals, bioactive compounds, and functional materials. Herein we describe a new strategy for the synthesis of isatins from indoles via Oxone®/TBAI-mediated oxidative dearomatization of indoles in water. The strategy works well with a variety of N-protected indoles and azaindoles.

Supporting Information



Publication History

Received: 25 September 2024

Accepted after revision: 28 November 2024

Accepted Manuscript online:
28 November 2024

Article published online:
07 January 2025

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