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2005
Alkynes
Q 0087
32- 084
A New Entry in Catalytic Alkynylation of Aldehydes and Ketones: Dual Activation of Soft Nucleophiles and Hard Electrophiles by an Indium(III) Catalyst. —
Indium triflate in DME [cf. conditions A)] affords the target compounds in good to excellent yields for a variety of ketone substrates. The most effective system concerning
a catalytic alkynylation of aldehydes includes indium bromide without any solvent
[cf. conditions B)]. A variety of aromatic substrates is successfully used in this reaction.
Among the aliphatic aldehydes only (XV) gives a satisfactory result. Under similar conditions, ketones produce only very low product yields. — (TAKITA, R.; FUKUTA, Y.;
TSUJI, R.; OHSHIMA*, T.; SHIBASAKI, M.; Org. Lett. 7 (2005) 7, 1363-1366;
Grad. Sch. Pharm. Sci., Univ. Tokyo, Bunkyo, Tokyo 113, Japan; Eng.) — R. Steudel
2005
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