Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 358, Issue 15, Pages 2398-2403Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201600357
Keywords
cross-coupling; cyclopropanes; Grignard reagents; iron; propargylic substitution
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Funding
- MPG
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1-Alkynylcyclopropyl tosylates react with alkylmagnesium halides in the presence of catalytic ferric acetylacetonate [Fe(acac)(3)] under net propargylic substitution; allene formation, which is the prevalent reactivity mode of propargylic substrates otherwise, was noticed as a side reaction only when branched alkyl- or aryl-Grignard reagents were used. These transformations represent the first successful iron-catalyzed cross-coupling reactions of tert-alkyl electrophiles.
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