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An Efficient Route to 2,6-Disubstituted Styrenes via the Palladium-Catalyzed [4 + 2] Cyclodimerization of Conjugated Enynes

✍ Scribed by Gevorgyan, Vladimir; Tando, Kazushi; Uchiyama, Naoyuki; Yamamoto, Yoshinori

Book ID
120495931
Publisher
American Chemical Society
Year
1998
Tongue
English
Weight
120 KB
Volume
63
Category
Article
ISSN
0022-3263

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ChemInform Abstract: An Efficient Route
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Palladium-catalyzed ring expansion react
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The reaction of 1-alkynylcyclobutanols with aryl iodides in the presence of Pd(OAc) 2 and Et 3 N in acetonitrile at 80Β°C for 24 h gives 2-disubstituted methylenecyclopentan-1-ones in modest to good yields. The tandem insertion-ring expansion process proceeds via the formation of an alkynyl p-complex