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1.4.4.14.2 Variation 2: The Nicholas Reaction

DOI: 10.1055/sos-SD-001-00322

Malacria, M.; Aubert, C.; Renaud, J.-L.Science of Synthesis, (20011508.

Because of the low ability of the alkynyl group to stabilize a positive charge, Lewis acid catalyzed reactions of propargyl halides with π-systems are limited to propargyl halides substituted by at least two alkyl or phenyl substituents or other strong electron donors. This limitation in the use of propargyl cations as synthons has been overcome by the discovery that the hexacarbonyldicobalt group can efficiently stabilize propargyl cations (Scheme 83). These latter react with a large range of nucleophiles to afford alkyne complexes which can be demetalated oxidatively. This sequence is usually termed the Nicholas reaction.[‌209‌‌211‌]

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Meeeeeeeeeee Meeeeeeee

Meeeeeeeeeee(eeeeeeeeeeee)eeeeeeee Meeeeeeeeeeeeeeeee 888MM8; Meeeeee Meeeeeeee:[‌888‌,‌888‌,‌888‌]

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Meeeeeeeee ee Meeeeeeee 888; Meeeeee Meeeeeeee:

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