74384-23-9Relevant academic research and scientific papers
Synthesis of 7-hydroxy-6H-naphtho[2,3-c]coumarinviaa TsOH-mediated tandem reaction
Li, Chenyu,Liang, Yong,Ma, Zhishuang,Wang, Ding,Wang, Nana,Wang, Tao,Zhang, Zunting
supporting information, p. 10369 - 10372 (2020/09/16)
A concise and efficient method for the synthesis of 7-hydroxy-6H-naphtho[2,3-c]coumarin using available 1-(2-hydroxyphenyl)-2-phenylethanone and Meldrum's acid has been developed. This transformation involved a tandem aldol reaction/lactonization/Friedel-Crafts reaction to form a lactone ring and a benzene ring. It showed high atom economy with water and acetone as the byproducts. Mechanism studies demonstrated two roles of Meldrum's acid: (i) as the reagent for the tandem reaction, and (ii) as the catalyst for the Friedel-Crafts reaction. Moreover, the hydroxyl group of 7-hydroxy-6H-naphtho[2,3-c]coumarin was further functionalized efficiently by arylethynyl, aryl, and cyano groups to furnish D-π-A compounds with excellent fluorescence emissions (ΦF= 0.14-0.78).
Chiral Cooperativity: The Nature of the Diastereoselective and Enantioselective Step in the Gold(I)-Catalyzed Aldol Reaction Utilizing Chiral Ferrocenylamine Ligands
Togni, Antonio,Pastor, Stephen D.
, p. 1649 - 1664 (2007/10/02)
Mechanistic aspects of the gold(I)-catalyzed aldol reaction of aldehydes with α-isocyanoacetate esters in the presence of a chiral ferrocenylamine ligand possessing both planar and central chirality were investigated.The synthesis of (S)-N-2-(N,N-dimethy
Fries Rearrangement of ortho- and para-Methoxy Phenyl Acetates. The formation of Ketoesters
Martin, Robert,Gros, Nicole,Boehmer, Volker,Kaemmerer, Hermann
, p. 81 - 92 (2007/10/02)
During the Fries rearrangement of o- and p-methoxy phenyl acetates with AlCl3 in nitromethane at 20 deg C substitution occurs mainly in the p-position of the phenolic residue to yield p-acylphenols.Larger quantities of o-acylphenols are obtained only, if
