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Synthesis of 1,2-Disubstituted Cyclopentadienes from Alkynes Using a Catalytic Haloallylation/Cross-Coupling/Metathesis Relay

Nikola Topolovčan, Illia Panov and Martin Kotora*

*Department of Organic Chemistry, Faculty of Science, Charles University in Prague, Hlavova 8, 128 43 Praha 2, Czech Republic, Email: kotoranatur.cuni.cz

N. Topolovčan, I. Panov, Martin Kotora, Org. Lett., 2016, 18, 3634-3637.

DOI: 10.1021/acs.orglett.6b01682 (free Supporting Information)


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Abstract

A sequence of Pd-catalyzed haloallylation of alkynes, Pd-catalyzed cross-coupling, and Ru-catalyzed ring-closing metathesis enables a short approach to various 1,2-disubstituted cyclopentadienes. The scope of the method is broad.

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Key Words

cyclopentadienes, cyclic alkenes, ring closing metathesis


ID: J54-Y2016