The synthesis of photosensitive 1-(3-aminophenyl)-3-(4-aminophenyl)-2-propen-1-one(Ⅵ) was carried out by an adol condensation reaction of 3-acetylacetanilide and 4-acetamidobenzaldehyde using NaOH solution as catalys...The synthesis of photosensitive 1-(3-aminophenyl)-3-(4-aminophenyl)-2-propen-1-one(Ⅵ) was carried out by an adol condensation reaction of 3-acetylacetanilide and 4-acetamidobenzaldehyde using NaOH solution as catalyst with total yield of 61.9%. The optimum synthesis conditions were obtained. The method has the advantages of low cost, high yield and easy operation. The target compound was characterized by elemental analysis, IR and NMR. Its maximal UV-Vis absorption is at 349 nm.展开更多
Palladium‐catalyzed asymmetric allylic alkylation(AAA)of vinyl benzoxazinanones has become an important strategy for the synthesis of chiral nitrogen‐containing heterocycle compounds.However,the asymmetric synthesis...Palladium‐catalyzed asymmetric allylic alkylation(AAA)of vinyl benzoxazinanones has become an important strategy for the synthesis of chiral nitrogen‐containing heterocycle compounds.However,the asymmetric synthesis of linear‐selective products has rarely been reported.The simultaneous control of regio‐,E/Z‐and enantioselectivities constitutes a major challenge and inhibits the advancement of this chemistry.Herein,we present a palladium‐catalyzed AAA of vinyl benzoxazinanones withα‐thiocyanato ketones,affording various chiral thiocyanates characterized with high linear‐,E‐and stereoselectivities.The reaction has a broad substrate scope and the chiral thiocyanates can be transformed to useful heterocycles.Experimental and computational studies suggest an inner‐sphere mechanism for AAA process,which results from the acidic and coordination effect of the nucleophilic substrates with palladium catalyst.展开更多
文摘The synthesis of photosensitive 1-(3-aminophenyl)-3-(4-aminophenyl)-2-propen-1-one(Ⅵ) was carried out by an adol condensation reaction of 3-acetylacetanilide and 4-acetamidobenzaldehyde using NaOH solution as catalyst with total yield of 61.9%. The optimum synthesis conditions were obtained. The method has the advantages of low cost, high yield and easy operation. The target compound was characterized by elemental analysis, IR and NMR. Its maximal UV-Vis absorption is at 349 nm.
文摘Palladium‐catalyzed asymmetric allylic alkylation(AAA)of vinyl benzoxazinanones has become an important strategy for the synthesis of chiral nitrogen‐containing heterocycle compounds.However,the asymmetric synthesis of linear‐selective products has rarely been reported.The simultaneous control of regio‐,E/Z‐and enantioselectivities constitutes a major challenge and inhibits the advancement of this chemistry.Herein,we present a palladium‐catalyzed AAA of vinyl benzoxazinanones withα‐thiocyanato ketones,affording various chiral thiocyanates characterized with high linear‐,E‐and stereoselectivities.The reaction has a broad substrate scope and the chiral thiocyanates can be transformed to useful heterocycles.Experimental and computational studies suggest an inner‐sphere mechanism for AAA process,which results from the acidic and coordination effect of the nucleophilic substrates with palladium catalyst.
