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DOI: 10.1055/a-2618-0514
Total Synthesis of Isatisindigoticanine H
Supported by: UGC
Supported by: CSIR
Supported by: SERB CRG/2021/005729
Funding Information We thank SERB (CRG/2021/005729) for funding this project and CSIR-UGC for a fellowship to KRW.
Abstract
The first total synthesis of the naturally occurring isatisindigoticanine H has been completed by employing D-mannitol as the chiral pool precursor to install the requisite stereochemistry of the natural product. Construction of the thiazole unit by dehydrative cyclization of a α-halo ketone with thiourea followed by Sandmeyer’s reaction and subsequent nucleophilic addition of lithiated bromothiazole to the Weinreb amide are the key reactions employed in this regard.
Keywords
Total synthesis - Isatisindigoticanine H - Chiral pool approach - Indothiazinone - Sandmeyer reactionPublication History
Received: 04 April 2025
Accepted after revision: 21 May 2025
Accepted Manuscript online:
21 May 2025
Article published online:
25 July 2025
© 2025. Thieme. All rights reserved.
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