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  • Facile synthesis of substituted 5-amino- and 3-amino-1,2,4-thiadiazoles from a common precursor.

Facile synthesis of substituted 5-amino- and 3-amino-1,2,4-thiadiazoles from a common precursor.

Organic letters (2009-12-17)
Paul M Wehn, Paul E Harrington, John E Eksterowicz
ABSTRACT

A novel approach to the synthesis of substituted 5-amino- and 3-amino-1,2,4-thiadiazoles beginning from a common precursor has been achieved. Derivatization by palladium-catalyzed Suzuki-Miyaura coupling enables the rapid preparation of analogs around this pharmaceutically relevant core. FMO calculations rationalize the observed chemoselectivity for coupling at chlorine.

MATERIALS
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Brand
Product Description

Sigma-Aldrich
N-Boc-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester, 95%