Application of Phase Transfer Catalysis, 14.- Preparation of Alkynes from Halides with Solid Potassium tert-Butoxide and Crown Ether
Preparatively very simple and mild HX eliminations with solid potassium tert-butoxide in petroleum ether in the presence of catalytic amounts of crown-6 are described. 1,2-Dihalides (from alkenes) and 1,1-dihalides (from aldehydes) yield 1-alkynes; internal geminal dihalides (from symmetric ketones) give internal alkynes in excellent yields. 2,2-Dihalides (from methyl ketones) yield homogeneous 1-alkynes only if the 3-position is blocked. (E)-Haloalkenes lead also to alkynes in a syn-elimination process.
Dehmlow, Eckehard V.,Lissel, Manfred
p. 1 - 13
(2007/10/02)
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