FUNCTIONALIZATION OF AMINOPHOSPHONIC CHLORIDES AND SYNTHESIS OF PHOSPHORUS HETEROCYCLIC COMPOUNDS

Tatsuji Kasaka Department of Functional Polymer Science, Faculty of Textile Science and Technology, Shinshu University, Ueda, Nagano, 386, Japan

Makoto Kyoda Department of Functional Polymer Science, Faculty of Textile Science and Technology, Shinshu University, Ueda, Nagano, 386, Japan

Ken Taketazu Department of Functional Polymer Science, Faculty of Textile Science and Technology, Shinshu University, Ueda, Nagano, 386, Japan

Hideki Kobayashi Department of Functional Polymer Science, Faculty of Textile Science and Technology, Shinshu University, Ueda, Nagano, 386, Japan

Tetsuya Fujimoto Department of Functional Polymer Science, Faculty of Textile Science and Technology, Shinshu University, Ueda, Nagano, 386, Japan

Ryozo Iriye Department of Bioscience and Biotechnology, Faculty of Agriculture, Shinshu University, Minowa, Kami-ina, Nagano, 399-45, Japan

Iwao Yamamoto Department of Functional Polymer Science, Faculty of Textile Science and Technology, Shinshu University, Ueda, Nagano, 386, Japan

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Abstract

Aminophosphonic chlorides 1–3 reacted with silver thiocyanate to give corresponding isothiocyanates 4–6 in good to moderate yields. Similarly, aminophosphonic chlorides 7–9 reacted with unsaturated alcohols and allylmagnesium bromide to give trienes 15–18 containing phosphorus. An intramolecular Diels-Alder reaction of triene 18 gave isophosphindoline derivative 19. The conformation of 19 is also discussed.

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FUNCTIONALIZATION OF AMINOPHOSPHONIC CHLORIDES AND SYNTHESIS OF PHOSPHORUS HETEROCYCLIC COMPOUNDS

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FUNCTIONALIZATION OF AMINOPHOSPHONIC CHLORIDES AND SYNTHESIS OF PHOSPHORUS HETEROCYCLIC COMPOUNDS

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