1978
DOI: 10.1021/jo00419a034
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Reactions of ketene acetals, ketene thioacetals, and ketene aminals with ethyl benzoylazocarboxylate

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1979
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Cited by 9 publications
(3 citation statements)
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References 11 publications
(14 reference statements)
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“…The electronic nature of the R group has no apparent impact on the product yield under these conditions ( Table 1, entries [6][7][8][9][10][11][12][13][14][15][16]. When the R group increases the electrophilicity of a benzoyl chloride, it simultaneously decreases the nucleophilicity of the diacyl ketene-N,N¢-acetal intermediate, and vice versa.…”
mentioning
confidence: 99%
“…The electronic nature of the R group has no apparent impact on the product yield under these conditions ( Table 1, entries [6][7][8][9][10][11][12][13][14][15][16]. When the R group increases the electrophilicity of a benzoyl chloride, it simultaneously decreases the nucleophilicity of the diacyl ketene-N,N¢-acetal intermediate, and vice versa.…”
mentioning
confidence: 99%
“…The electronrich double bonds of 3 and 4 can participate in cycloaddition reactions of the 1,3-dipolar and Diels-Alder types (1 1, 12) and of the 2 + 2 type (7,13), some of which are succeeded by fragmentation reactions. A case of electron transfer from 3 to an electron-deficient substrate, ethyl benzoylazocarboxylate, has also been recorded (14). Not surprisingly, the reactivity of these 1,l-enediamines has at times led to complex reaction mixtures, with attendant difficulties in complete characterization of the reaction products and delineation of reaction pathways.…”
mentioning
confidence: 99%
“…ate [3,4], thiobenzoylisocyanate [5], diphenylketene [6,7] nitrile oxides [8], phenylazide [9], ethyl azidoformate [lo-121, azocarboxylate esters [13-151, ethyl diazoacetate [ 11, to give linear or cyclic gem-dimethoxy compounds which owing to the structural features are intermediates in organic synthesis [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18]. Therefore by use of this electronrich alkene several compound types were obtained, a functionalized phenylethyl unit being introduced in the skeleton of the molecule of the reactive.…”
mentioning
confidence: 99%