76456-98-9Relevant academic research and scientific papers
Merostabilization of Biradicaloid Intermediates as a Factor in Determining Rates and Regioselectivity in Cycloaddition Reactions of Reissert Hydrofluoroborate Salts with Alkenes and Alkynes.
McEwen, William E.,Wang Huang, Irene C.,Cartaya Marin, Claudia P.,McCarty, Frances,Marmugi Segnini, Elba,et al.
, p. 3098 - 3105 (2007/10/02)
Reactions of 2-benzoyl-1,2-dihydroisoquinaldonitrile hydrofluoroborate with ethylene, acetylene, 1-hexyne, 1-phenylpropene, and cis-stilbene have been carried out.Also, reactions of 2-benzoyl-1-cyano-1,2-dihydrophthalazine and 2-benzoyl-1,2,3,4-tetrahydroisoquinaldonitrile hydrofluoroborates, respectively, with dimethyl acetylenedicarboxylate and with ethyl phenylpropiolate have been effected.The structures of most of the products have been established by unambiguous, independent syntheses.The kinetics of these reactions and of several additional ones reported previously have been measured.Arguments are presented that the rate and orientation data of these particular cycloaddition reactions are better rationalized by invoking the concept of the formation of merostabilized biradicaloid intermediates than by invoking the concept of orbital symmetry allowed concerted ring closures.
Riessert Compound Studies.XXXV. Acid-Catalyzed Condensations of the Phtalazine Reissert Compound and Condensations of Phthalazine Reissert Compound Salt
Bhattacharjee, D.,Popp, F. D.
, p. 1035 - 1040 (2007/10/02)
The phtalazine Reissert compound hydrofluoroborate undergoes condensation with alkynes to give pyrrolophthalazines and with alkenes to give 2(1-phthalazyl)pyrroles.The phthalazine Reissert compound undergoes acid catalyzed condensations with some alkenes but the intermediate is of sufficient stability to be isolated.This type of intermediate can also be isolated in the acid-catalyzed hydrolysis of the phthalazine Reissert compound.
