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Reaction of F-alkanoic acid chlorides with trialkyl phosphites leading to 1-(dialkoxyphosphinyl)oxy-f-1-alkenephosphonates or 1-(dialkoxyphosphinyl)oxy-1H-F-alkanephosphonates by Takashi Ishihara; Takashige Maekawa; Yasuhiro Yamasaki; Teiichi Ando is a Chemistry article available to read on EtoBox.

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F-Alkanoic acid chlorides exothermically reacted with 2 equivalents of trialkyl phosphite without solvent at -20 'C to ambient temperature to give the corresponding dialkyl (z)-l-(dialkoxyphosphinyl)oxy-F-l\_alkenephosphonate in high yields. When the reaction was conducted at -78 'C in an ethereal solvent, dialkyl l-(dialkoxyphosphinyl)oxy-lH-F-alkanephos--phonate was obtained exclusively in place of the former alkenephosphonate. No F-acylphosphonate was detected in spite of the amount of the phosphite, the mode of addition, and the reaction temperature being varied.

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Author

Takashi Ishihara; Takashige Maekawa; Yasuhiro Yamasaki; Teiichi Ando

Publisher

Elsevier Science; Elsevier ; Elsevier BV (ISSN 0022-1139)

Published

1987

Language

EN

Field

Chemistry (Physical Sciences)