Total Synthesis of Isatisindigoticanine H

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 reaction

Publication History

Received: 04 April 2025

Accepted after revision: 21 May 2025

Accepted Manuscript online:
21 May 2025

Article published online:
25 July 2025

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