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ChemInform Abstract: Heck Reaction of 1-Chloroalk-1-ynes. Synthesis and Characterization of 1,3-Disubstituted 7-(Prop-2-ynylidene)bicyclo[2.2.1]heptanes and Other Bicycles.

✍ Scribed by Michael Weigelt; Diana Becher; Eike Poetsch; Clemens Bruhn; Dieter Stroehl; Dirk Steinborn

Publisher: John Wiley and Sons
Year: 2010
Weight: 31 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199947107

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✦ Synopsis

Heck Reaction of 1-Chloroalk-1-ynes. Synthesis and Characterization of 1,3-Disubstituted 7-(Prop-2-ynylidene)bicyclo[2.2.1]heptanes and Other Bicycles.

-Tandem products (III) are obtained as main products in the Heck reaction of chloroalkynes (I) with cyclohexene beside trace amounts of tandem and regular Heck products. Analogous reaction of (I) with cycloheptene yields the tandem products (V) and (VI) as main products. With respect to reactivity and selectivity, the catalytic Larock system is found to be the most favorable system. -(WEIGELT, MICHAEL; BECHER, DIANA;

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