Organic letters

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

PM Wehn, PE Harrington, JE Eksterowicz

Index: Wehn, Paul M.; Harrington, Paul E.; Eksterowicz, John E. Organic Letters, 2009 , vol. 11, # 24 p. 5666 - 5669

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Citation Number: 10

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.