Synthesis 2025; 57(18): 2677-2682
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)
2   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, India
,
1   Organic Chemistry, CSIR–National Chemical Laboratory, Pune, India (Ringgold ID: RIN29616)
2   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, India
› Institutsangaben

Gefördert durch: UGC
Gefördert durch: CSIR
Gefördert durch: SERB CRG/2021/005729
Funding Information We thank SERB (CRG/2021/005729) for funding this project and CSIR-UGC for a fellowship to KRW.


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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.

Supplementary Material



Publikationsverlauf

Eingereicht: 04. April 2025

Angenommen nach Revision: 21. Mai 2025

Accepted Manuscript online:
21. Mai 2025

Artikel online veröffentlicht:
25. Juli 2025

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