122-27-0Relevant articles and documents
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
, 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).
A convenient one-pot completely stereoselective synthesis of trans-4-Hydroxystilbenes and its derivatives and X-ray structure of its precursor
Chhor, Rakeshwar B.,Singh, Kunwar A.,Nosse,Tandon, Vishnu K.
, p. 2519 - 2530 (2007/10/03)
The synthesis of E-isomer of 4-Hydroxystilbene and its derivatives 3 by reductive elimination of the carbonyl function in 2-phenyl-1-(4-hydroxyphenyl)ethan-1-one and its derivatives 2 and the X-ray structure of 2a are described.
REGIOSELECTIVITY OF COMPLEXATIONS OF SUBSTITUTED PHENYL BENZOATES AND PHENYL PHENYLACETATES WITH Cr(CO)6
Hrnciar, Pavol,Cernak, Peter,Gajda, Vladimir,Toma, Stefan
, p. 2095 - 2102 (2007/10/02)
Selectivity of complexation of substituted phenyl benzoates is very low.In most cases, comparable yields of both regioisomeric complexes are isolated.Exception is 4-chlorophenyl ester, where benzoic acid moiety is complexed nearly exclusively.Very high regioselectivity of complexation was observed with substituted phenyl phenylacetates.The substituent of substituted phenols has not any effect on the complexation, and only phenylacetic acid moiety is complexed.This observation supports the recently proposed mechanism of the catalytic activity of the esters at arene complexation.
A REEXAMINATION OF THE RETRO-FRIES REARRANGEMENT OF SOME o-HYDROXYKETONES
Martin, Robert,Lafrance, Jean Ronald,Demerseman, Pierre
, p. 539 - 548 (2007/10/02)
The retro-Fries rearrangement, catalyzed by protic and Lewis acids, was studied for some o-hydroxyketones.The results are consistent with the mechanism of an heterolytic cleavage and rearrangement.It appears that, in general, Lewis acids do not induce the retro-Fries rearrangement of o-hydroxyketones.However, in certain cases, it may be brought about the presence of a protic acid generated in situ, from a solvent-catalyst interaction.