Chemistry of 5-oxodihydroisoxazoles. Part 18.1 Synthesis of oxazoles by the photolysis and pyrolysis of 2-acyl-5-oxo-2, 5-dihydroisoxazoles

RH Prager, JA Smith, CM Williams

文献索引：Prager, Rolf H.; Smith, Jason A.; Weber, Ben; Williams, Craig M. Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 17 p. 2665 - 2672

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被引用次数: 48

摘要

N-Acylisoxazol-5-ones lose carbon dioxide under photochemical and thermal conditions affording iminocarbenes which undergo intramolecular cyclisation through the oxygen of the acyl group to give oxazoles. Under photochemical conditions those acylisoxazolones with electron withdrawing groups at C-4 usually give high yields of oxazoles, while those with electron donating groups at C-4 give only poor yields: the reverse is observed under ...