Hydration of Terminal Alkynes Catalyzed by Water-Soluble Cobalt Porphyrin Complexes
Tadashi Tachinami, Takuho Nishimura, Richiro Ushimaru, Ryoji Noyori and Hiroshi Naka*
*Department of Chemistry, Graduate School of Science, Nagoya University, Chikusa, Nagoya 464-8602, Japan, Email: h_nakanagoya-u.jp
T. Tachinami, T. Nishimura, R. Ushimaru, R. Noyori, H. Naka, J. Am. Chem. Soc., 2013, 135, 50-53.
DOI: 10.1021/ja310282t
Abstract
Small amounts of a water-soluble cobalt(III) porphyrin complex promote the hydration of terminal alkynes to give methyl ketones in very good yield. The reaction tolerates 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.
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ID: J48-Y2013-0010