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Synthesis and spectral data of some heterocyclic compounds. The reaction of arylpropiolic esters with tetralones and acetylcyclopropane
Author(s) -
AlJobour Nazar H.,
Shandala Mowafaq Y.
Publication year - 1980
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570170519
Subject(s) - chemistry , sodium ethoxide , tetralones , cinnamates , organic chemistry , aryl , medicinal chemistry , ethanol , alkyl
Reaction of phenylpropiolic ester (I) with α‐ and β‐tetralones in the presence of sodium ethoxide yielded 5,6‐dihydro‐7,8‐benzflavones and ethyl β‐(2‐tetralon‐1‐yl)cinnamates, as a result of Claisen and Michael reactions, respectively. The reaction of I with 3‐ethoxy‐2‐cyclohexen‐l‐one and acetylcyclopropane in the presence of sodium ethoxide yielded acetylenic β‐diketones and 2‐aryl‐6‐cyclopropylpyran‐4‐ones, respectively. These products were identified on the basis of spectral and analytical data.

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