Thermal and Photochemical Reactions of Sodium Salts of (β-Phosphono Tosylhydrazones

A. Ulman, M. Sprecher

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Abstract

Thermal and photochemical reactions of sodium salts of β-phosphono tosylhydrazones have been investigated. When the sodium salt of dimethyl o-acetylmethylphosphonate tosylhydrazone is heated, the dimethoxyphosphonyl anior., though a relatively strong base, was eliminated. On the other hand, ultraviolet irradiation of the sodium salts of β-phosphono tosylhydrazones leads to dimethoxyphosphonyl-substituted olefins, presumably via the carbene intermediate. Some of the products result from a previously unreported phosphonyl group migration to a carbene.

Original languageEnglish
Pages (from-to)3703-3707
Number of pages5
JournalJournal of Organic Chemistry
Volume44
Issue number21
DOIs
StatePublished - 1979

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