Lewis Acid-Catalyzed Propargylic Etherification and Sulfanylation from Alcohols in MeNO2–H2O

Katsuki Ohta; Eri Koketsu; Yuya Nagase; Nami Takahashi; Hiroyasu Watanabe; Mitsuhiro Yoshimatsu

doi:10.1248/cpb.59.1133

Regular Articles

Lewis Acid-Catalyzed Propargylic Etherification and Sulfanylation from Alcohols in MeNO₂–H₂O

Katsuki Ohta, Eri Koketsu, Yuya Nagase, Nami Takahashi, Hiroyasu Watanabe, Mitsuhiro Yoshimatsu

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Keywords: C–O bond formation, C–S bond formation, propargyl alcohol

JOURNAL FREE ACCESS

2011 Volume 59 Issue 9 Pages 1133-1140

DOI https://doi.org/10.1248/cpb.59.1133

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Abstract

Direct scandium- and lanthanum-catalyzed etherifications of propargyl alcohols 1 and 6 in MeNO₂–H₂O provided propargyl ethers 3, 4 and 7 in high yields. In addition, reactions of 1 and 6 with thiols exclusively yielded the corresponding propargyl sulfides.

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