Journal
ORGANIC LETTERS
Volume 11, Issue 11, Pages 2269-2272Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol900581a
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Funding
- Merck Serono
- Darmstadt
- Fonds der Chemischen Industrie
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(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.
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