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The First Heck Reactions with 1-Chloroalk-1-ynes: Syntheses of Enynes with Isolatedand Conjugated p-Systems

Die ersten Heck-Reaktionen mit 1-Chloralk-1-inen: Synthesen von Eninen mit isoliertenund konjugierten p-Systemen (Kurze Mitt.)

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Summary.

 The Heck reaction between 1-chloro-2-phenylacetylene and cycloalkenes or cycloalkadienes affords phenylethynyl substituted cycloalkenes as regular Heck products as well as 1,3-diphenylprop-2-ynylidene and (cycloalkenyl)phenylmethylidene substituted bicyclic compounds as tandem products by reaction of ClC*CPh and the cycloalkene in a ratio of 1:2 and 2:1, respectively..

Zusammenfassung.

 Die Heck-Reaktion zwischen 1-Chlor-2-phenylacetylen und Cycloalkenen oder Cycloalkadienen ergibt phenylethinylsubstituierte Cycloalkene als normale Heck-Produkte sowie 1,3-diphenylprop-2-inyliden- und (cycloalkenyl)phenylmethyliden-substituierte Bicyclen als Tandemprodukte der Reaktion von ClC*CPh und Cycloalkenen im Molverhältnis von 1:2 bzw. 2:1..

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Received September 7, 1998. Accepted September 14, 1998

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Weigelt, M., Becher, D., Ströhl, D. et al. The First Heck Reactions with 1-Chloroalk-1-ynes: Syntheses of Enynes with Isolatedand Conjugated p-Systems. Monatshefte fuer Chemie 129, 1329–1334 (1998). https://doi.org/10.1007/PL00010146

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  • DOI: https://doi.org/10.1007/PL00010146

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