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A novel 2-C reactivity studies of 1-aroyl-l,2dihydro-3H-naphtho[2,1-b]pyran-3-ones

A novel 2-C reactivity studies of 1-aroyl-l,2dihydro-3H-naphtho[2,1-b]pyran-3-ones
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摘要 The 2-C,methylene group of 1-aroyl-1,2-dihydro-3H-naphtho[2,1-b]pyran-3-ones (2)have been showed to possess a superior reactivity towards many of organic reagents.The na- phthopyrones(2)condensed with aromatic aldehydes to give the 2-arylidine derivatives(3).Bromin- ation of 2 gave 1,2-dibromo(4)or 5-bromo(5)derivatives depending on the reaction conditions. The base catalyzed addition or cycloaddition of naphthopyrones(2)to 4-methoxy benzalacetophenone gave the expected Michael adduct(6)or the cyclic adducts(7-9)depending on the type of catalytic base and reaction conditions.Structures of the products have been established by elemental analyses, IR and ~1H NMR spectroscopic methods. The 2-C,methylene group of 1-aroyl-1,2-dihydro-3H-naphtho[2,1-b]pyran-3-ones (2)have been showed to possess a superior reactivity towards many of organic reagents.The na- phthopyrones(2)condensed with aromatic aldehydes to give the 2-arylidine derivatives(3).Bromin- ation of 2 gave 1,2-dibromo(4)or 5-bromo(5)derivatives depending on the reaction conditions. The base catalyzed addition or cycloaddition of naphthopyrones(2)to 4-methoxy benzalacetophenone gave the expected Michael adduct(6)or the cyclic adducts(7-9)depending on the type of catalytic base and reaction conditions.Structures of the products have been established by elemental analyses, IR and ~1H NMR spectroscopic methods.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 1990年第5期446-450,共2页 中国化学(英文版)
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