Desymmetrization of dichloroazaheterocycles

Allan Goodman; Stephen Stanforth; Brian Tarbit

doi:10.1016/S0040-4020(99)00961-8

Desymmetrization of dichloroazaheterocycles

Allan Goodman, Stephen Stanforth, Brian Tarbit

Research output: Contribution to journal › Article › peer-review

36 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	15067-15070
Journal	Tetrahedron
Volume	55
Issue number	52
DOIs	https://doi.org/10.1016/S0040-4020(99)00961-8
Publication status	Published - 24 Dec 1999

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title = "Desymmetrization of dichloroazaheterocycles",

abstract = "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.",

author = "Allan Goodman and Stephen Stanforth and Brian Tarbit",

year = "1999",

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doi = "10.1016/S0040-4020(99)00961-8",

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T1 - Desymmetrization of dichloroazaheterocycles

AU - Goodman, Allan

AU - Stanforth, Stephen

AU - Tarbit, Brian

PY - 1999/12/24

Y1 - 1999/12/24

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/0033601456

U2 - 10.1016/S0040-4020(99)00961-8

DO - 10.1016/S0040-4020(99)00961-8

M3 - Article

SN - 0040-4020

VL - 55

SP - 15067

EP - 15070

JO - Tetrahedron

JF - Tetrahedron

IS - 52

ER -

Desymmetrization of dichloroazaheterocycles

Abstract

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