Coupling Pyrazine to Dithiocarbonates for Molybdopterin Model Ligands—Indispensable Tin-Reference-Cited by-同舟云学术

Coupling Pyrazine to Dithiocarbonates for Molybdopterin Model Ligands—Indispensable Tin

Published:2023-04-26 Issue:5 Volume:11 Page:188
ISSN:2304-6740
Container-title:Inorganics
language:en
Short-container-title:Inorganics

Author:

Bandaru Siva Sankar Murthy¹^ORCID,Schindler Claudia¹²,Wenzek Felix¹,Schulzke Carola¹^ORCID

Affiliation:

1. Institut für Biochemie, Universität Greifswald, Felix-Hausdorff-Straße 4, 17489 Greifswald, Germany

2. Cheplapharm Arzneimittel GmbH, Ziegelhof 24, 17489 Greifswald, Germany

Abstract

Several synthetic cross-coupling procedures were (re-)evaluated for the tethering of pyrazine to dithiocarbonates. The resultant species constitute pro-ligands and can be converted by removal of the C=O moiety into ene-dithiolate ligand systems that model molybdopterin. The coupling of 2-iodopyrazine with the stannylated dithiocarbonate units mediated by copper(I)-thiophene-2-carboxylate in stoichiometric equivalents proved to be the most efficient and the only reliable route to the targeted compounds. Single-crystal X-ray structural analysis confirmed the final structures of two pursued pyrazine-derived dithiocarbonates and those of two intermediates.

Funder

European Research Council

Publisher

MDPI AG

Subject

Inorganic Chemistry

Link

https://www.mdpi.com/2304-6740/11/5/188/pdf

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