4090-70-4Relevant academic research and scientific papers
The synthesis of unusual isocoumarin derivatives: the chemistry of homophthalic acid
?zcan, Sevil,?ahin, Ertan,Balci, Metin
, p. 2151 - 2154 (2007)
Homophthalic acid was reacted with thionyl chloride/DMF and ethyl chloroformate/NEt3 in the presence and absence of NaN3. In all cases completely different isocoumarin derivatives were obtained. These unusual isocoumarin derivatives were characterized and their mechanism of formation is discussed.
The chemistry of homophthalic acid: a new synthetic strategy for construction of substituted isocoumarin and indole skeletons
?zcan, Sevil,Balci, Metin
, p. 5531 - 5540 (2008/09/21)
Homophthalic acid was reacted with thionylchloride/DMF and chloroethylformate/NEt3 in the presence and absence of NaN3. In all cases completely different isocoumarin derivatives were obtained. These unusual isocoumarin derivatives were isolated and characterized and their formation mechanisms are discussed. The homophthalic acid monomethyl ester was converted into the corresponding isocyanate. Reaction of the isocyanate with different amines produced the urea derivatives. Base-supported condensation reactions of these products gave first an indolinone derivative, which underwent further intermolecular condensation to give substituted indole derivatives. However, when the condensation reaction was carried out in the presence of acetic anhydride, the intermolecular reactions were suppressed. This methodology opens up a new way of synthesizing of various five-membered ring substituted indole derivatives.
