Photocyclization of Ortho-Substituted Cinnamic Acids

…, T Mohammad, H Morrison

Index: Terrian, Deborah L.; Mohammad, Taj; Morrison, Harry Journal of Organic Chemistry, 1995 , vol. 60, # 7 p. 1981 - 1984

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Citation Number: 10

Abstract

Mono and di (ie 2, 6) o-chloro-and o-methoxycinnamic acids undergo photocyclization to give the corresponding coumarins. The reaction occurs in aqueous and organic media, with a prototypical reaction giving evidence of being favored at pH> 6. Cyclization of the dimethoxy acid is relatively inefficient (a for the PSS= 0.00151, and a photostationary state of the cisltrans acids is formed early into the reaction. The photocyclization of the dichloro ...

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