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Synthesis
DOI: 10.1055/a-2618-0514
paper

Total Synthesis of Isatisindigoticanine H

Krishna R Wabale
1   Organic Chemistry, CSIR - National Chemical Laboratory, Pune, India (Ringgold ID: RIN29616)
,
Chepuri Venkata Ramana 
2   ORGANIC CHEMISTRY, CSIR - NATIONAL CHEMICAL LABORATORY, Pune, India
› Author AffiliationsSupported by: UGC
Supported by: CSIR
Supported by: SERB CRG/2021/005729
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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 -halo ketone with thiourea followed by the Sandmeyer’s reaction and subsequent nucleophilic addition of lithiated bromothiazole to the Weinreb amide are the key reactions employed in this regard.



Publication History

Received: 04 April 2025

Accepted after revision: 21 May 2025

Accepted Manuscript online:
21 May 2025

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