Multi-component Heterocycle Syntheses via Catalytic Generation of Alkynones

Author(s): Benjamin Willy, Thomas J. J. Muller.

Journal Name: Current Organic Chemistry

Volume 13 , Issue 18 , 2009

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Abstract:

Alkynones are versatile three-carbon building blocks in heterocyclic chemistry. They are easily and efficiently prepared by a modified Sonogashira coupling of acid chlorides and terminal alkynes. As a consequence of the mild reaction conditions the stage is set for new diversity-oriented routes to heterocycles by sequential and consecutive transformations. Hence, isoxazoles, indolizines, pyrazoles, pyridimines, 1,5-benzoheteroazepines, furans, oxazoles, pyrroles, tetrahydro- β-carbolines, 4H-thiochromen-4-ones and 4H-thiopyrano[2,3-b]pyridin-4-ones are readily accessible by multicomponent coupling-cycloaddition, coupling-addition-cyclocondensation, or coupling-addition-substitution reactions in a one-pot fashion.

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Article Details

VOLUME: 13
ISSUE: 18
Year: 2009
Page: [1777 - 1790]
Pages: 14
DOI: 10.2174/138527209789630479
Price: $58

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