Desymmetrization of dichloroazaheterocycles

3,6-Dichloropyridizine 1a was converted in good yield into its mono-iodo derivative 1b when treated with a mixture of hydriodic acid and sodium iodide. Pure samples of the mono-iodo derivatives 2b, 3b and 4b could not be obtained from their corresponding dichlorinated precursors with these reagents....

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Bibliographic Details
Published inTetrahedron Vol. 55; no. 52; pp. 15067 - 15070
Main Authors Goodman, Allan J., Stanforth, Stephen P., Tarbit, Brian
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 24.12.1999
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
COUPLING REACTIONS
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Summary:3,6-Dichloropyridizine 1a was converted in good yield into its mono-iodo derivative 1b when treated with a mixture of hydriodic acid and sodium iodide. Pure samples of the mono-iodo derivatives 2b, 3b and 4b could not be obtained from their corresponding dichlorinated precursors with these reagents. Compounds 1b and 4b underwent palladium catalysed Suzuki, Sonogashira and other coupling reactions. Het(Cl)I participates in Suzuki and Sonogashira reactions.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(99)00961-8