30502-73-9Relevant articles and documents
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Belskii,Minashkina
, (1970)
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Hydration of terminal alkynes catalyzed by water-soluble cobalt porphyrin complexes
Tachinami, Tadashi,Nishimura, Takuho,Ushimaru, Richiro,Noyori, Ryoji,Naka, Hiroshi
supporting information, p. 50 - 53 (2013/02/23)
Water-soluble cobalt(III) porphyrin complexes were found to promote the hydration of terminal alkynes to give methyl ketones. The alkyne hydration proceeded in good to excellent yield with 0.1 to 2 mol % cobalt catalyst 1 and was compatible with the presence of acid/base- or redox-sensitive functional groups such as alkyl silyl ethers; allyl ethers; trityl ethers; benzyl ethers; carboxylic esters; boronic esters; carboxamides; nitriles; and nitro, iodo, and acetal groups. Some of the alkyne substrates tested here are otherwise difficult to hydrate. The alkyne hydration can be performed on a gram scale, and the catalyst can be recovered by aqueous workup.
Iridium complex-catalyzed addition of water and alcohols to non-activated terminal alkynes
Hirabayashi, Tomotaka,Okimoto, Yoshio,Saito, Akiyo,Morita, Masao,Sakaguchi, Satoshi,Ishii, Yasutaka
, p. 2231 - 2234 (2007/10/03)
The addition of water and alcohols to non-activated terminal alkynes was found to be promoted by an iridium complex combined with Lewis acid and phosphite. Thus, terminal alkynes reacted with water or alcohols to give ketones or ketals, respectively, in good to excellent yields. α,ω-Diyne like 1,7-octadiyne was converted into 1-(2-methyl-cyclopent-1-enyl)ethanone through the intramoleculer aldol condensation of the resulting 2,7-octanedione induced by Lewis acid.