Tetrahedron

New photochemical approaches to the synthesis of chromones

M Alvaro, H Garcia, S Iborra, MA Miranda, J Primo

Index: Alvaro, Mercedes; Garcia, Hermenegildo; Iborra, Sara; Miranda, Miguel A.; Primo, Jaime Tetrahedron, 1987 ,  vol. 43,  # 1  p. 143 - 148

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Citation Number: 23

Abstract

Irradiation of the p-methoxyphenyl and p-methylphenyl esters of 2-butynoic, propynoic, 3- (ethylenedioxy) butanoic, 3, 3-dimethoxypropanoic and 3-oxobutanoic acids (1–3) affords the corresponding photo-Fries products 4–6. Compound 5a is converted in part into the acetophenone 7a, by way of a Norrish type II photo-reaction, while compound 6a is reluctant to undergo this process, in spite of the fact that it also possess γ-carbonyl hydrogen atoms. ...