S. F. Vasilevskii, M. P. Davydova, V. I. Mamatyuk, N. V. Pleshkova, D. S. Fadeev, I. V. Alabugin, “Reaction of α,β-alkynylketones with β-amino alcohols: pseudoephedrine- assisted cleavage of triple bond via formal internal redox process”, Mendeleev Commun., 25:5 (2015), 377

Эта публикация цитируется в 8 статьях

Communications

Reaction of α,β-alkynylketones with β-amino alcohols: pseudoephedrine- assisted cleavage of triple bond via formal internal redox process

S. F. Vasilevskii^ab, M. P. Davydova^a, V. I. Mamatyuk^bc, N. V. Pleshkova^c, D. S. Fadeev^c, I. V. Alabugin^d

^a V.V. Voevodsky Institute of Chemical Kinetics and Combustion, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation
^b Novosibirsk State University, Novosibirsk, Russian Federation
^c N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation
^d Department of Chemistry, Florida State University, Tallahassee, USA

Аннотация: Reaction of 3-aryl-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ones with (+)-pseudoephedrine leads to products of alkyne moiety cleavage, namely, 1-(3,4,5-trimethoxyphenyl)ethanone and N-(1-hydroxy-1-phenylprop-2-yl)-N-methylbenzamides. In the course of the process one of alkyne carbons undergoes a formal reduction to a Me group, whereas the other one is oxidized to a C(O)NRR’ moiety.

Язык публикации: английский

DOI: 10.1016/j.mencom.2015.09.021

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