Abstract
(Hetero)aryl-, alkenyl-, and selected alkyl-substituted acid chlorides can be efficiently coupled with N-Boc-protected propargylamine to produce ynones which are converted in a one-pot fashion to 2-substituted N-Boc-4-iodopyrroles. Upon addition of a further alkyne, another Sonogashira coupling can be carried out in a one-pot fashion. This sequentially Pd/Cu-catalyzed process represents a very mild and efficient entry to 2,4-disubstituted N-Boc-pyrroles.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkylation
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Catalysis
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Combinatorial Chemistry Techniques
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Hydrocarbons, Iodinated / chemical synthesis*
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Hydrocarbons, Iodinated / chemistry
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Molecular Structure
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Palladium / chemistry
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Pargyline / analogs & derivatives
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Pargyline / chemistry
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Propylamines / chemistry
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Pyrroles / chemical synthesis*
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Pyrroles / chemistry
Substances
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Hydrocarbons, Iodinated
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Propylamines
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Pyrroles
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propargylamine
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Palladium
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Pargyline