1963
DOI: 10.1002/ange.19630751304
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1.3‐Dipolare Cycloadditionen Rückschau und Ausblick

Abstract: Einer sehr groJen Zahl s p e z i e l l e r Synthesewege in die heterocyclische

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Cited by 1,315 publications
(382 citation statements)
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References 191 publications
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“…[28][29][30] The first report of such a transformation dates back even further, to 1893, when Michael described the reaction of phenyl azide with dimethyl acetylenedicarboxylate. 31 However, many cycloadditions involving azides are impractically slow at ambient temperature, 32 and mixtures of 1,4-and 1,5-disubstituted triazoles are formed in the reaction with alkynes (Scheme 1).…”
Section: Introductionmentioning
confidence: 99%
“…[28][29][30] The first report of such a transformation dates back even further, to 1893, when Michael described the reaction of phenyl azide with dimethyl acetylenedicarboxylate. 31 However, many cycloadditions involving azides are impractically slow at ambient temperature, 32 and mixtures of 1,4-and 1,5-disubstituted triazoles are formed in the reaction with alkynes (Scheme 1).…”
Section: Introductionmentioning
confidence: 99%
“…[1,2] On irradiation or on thermal activation aziridines undergo ring opening to the corresponding azomethine ylides which can be trapped in [3+2] cycloadditions with various dipolarophiles, to form nitrogen containing five membered heterocycles. [3][4][5] Under photoinduced electron transfer (PET) conditions the aziridine is oxidized to the corresponding radical cation, which can react in a similar manner. [6][7][8][9][10] In the course of our investigations aimed at the applications of aziridines in organic synthesis [10,11] we became interested in the reactive intermediates of the [3+2] cycloadditions, i.e.…”
Section: Introductionmentioning
confidence: 99%
“…The rigid triazole moiety was added to some linkers in order to extend their length without adding additional degree of freedom (host 1 vs. 3). Triazole can be easily prepared in high yield through copper-catalyzed Huisgen cycloaddition reaction, 17 or "click chemistry", 18 between an azide-containing unit and a terminal alkyne. Finally, we decided to prepare a host (2) in which an additional phenyl ring was fused on each fulvalene unit.…”
Section: Synthesismentioning
confidence: 99%