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A Synthetic Approach to Methyl Thieno[2,3-d][1,2,3]thiadiazole Carboxylates via Diazotation

Ein Syntheseweg zu Thieno[2,3-d][1,2,3]thiadiazolcarbonsäuremethylestern über Diazotierungsreaktionen

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Summary.

 A route to methyl thieno[2,3-d][1,2,3]thiadiazole carboxylates 3 as highly potent inducers of systemic acquired resistance (SAR) is reported. The construction of the appropriately substituted thiophene precursors is elaborated. Cyclization towards the thiadiazole ring system was carried out using diazotation techniques.

Zusammenfassung.

 Eine Herstellungsmethode von Thieno[2,3-d][1,2,3]thiadiazolcarbonsäuremethylestern 3 als hochwirksame Induktoren für chemisch induzierte Resistenz (SAR) wird beschrieben. Der Aufbau von entsprechend substituierten Thiophenvorstufen wird beschrieben. Der Ringschluß zum Thiadiazolringsystem erfolgte über Diazotierungstechniken.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Vienna University of Technology, A-1060 Vienna, Austria, AT

    Peter Stanetty & Marko D. Mihovilovic

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  1. Peter Stanetty
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  2. Marko D. Mihovilovic
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Received October 16, 1998. Accepted October 26, 1998

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Stanetty, P., Mihovilovic, M. A Synthetic Approach to Methyl Thieno[2,3-d][1,2,3]thiadiazole Carboxylates via Diazotation. Monatshefte fuer Chemie 130, 573–580 (1999). https://doi.org/10.1007/PL00010236

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  • DOI: https://doi.org/10.1007/PL00010236

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