68001-17-2Relevant academic research and scientific papers
REACTION DU FLUOROBORATE DU BENZOYL-2 DIHYDRO-1,2 ISOQUINALDONITRILE AVEC LES ESTERS α,β-ETHYLENIQUES CAS DES ESTERS ACRYLIQUE, FUMARIQUE ET MALEIQUE. COMPETITION ENTRE LES REACTIONS DE CYCLOADDITION ET .
Schmitt, Gerard,Laude, Bernard,Vebrel, Joeel,Rodier, Noeel,Theobald, Francois
, p. 113 - 124 (2007/10/02)
In all reactions studied up the present time with olefinic esters, the Reissert salts have given only the Diels-Alder adducts.By adding triethylamine to the reaction medium, we have found evidence for competing 1,3-dipolar cycloaddition and Diels-Alder re
COMPETITION BETWEEN 1,3-DIPOLAR AND DIELS-ALDER REACTIONS OF A REISSERT HYDROFLUOROBORATE SALT WITH ALKENES
Schmitt, Gerard,An, Nguyen Dinh,Laude, Bernard,Vebrel, Joel
, p. 535 - 538 (2007/10/02)
In all reactions studied up to the present time, the Reissert salts have given only the Diels-Alder adducts with alkenes.By adding triethylamine to the reaction medium, we have found evidence for competing 1,3-dipolar cycloaddition and Diels-Alder reactio
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.
