Palladium-catalyzed cyclopentenone formation by carbonylative cycloaddition of allylic tosylates and alkynes

Palladium-catalyzed cyclopentenone formation by carbonylative cycloaddition of allylic tosylates and alkynes
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钯催化烯丙基甲苯磺酸酯和炔烃的羰基化环加成形成环戊烯酮

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发表时间:
2006
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通讯作者:
Y. Inoue
Y. Inoue
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作者:
Naofumi Tsukada;S. Sugawara;Tomohiro Okuzawa;Y. Inoue

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在钯催化剂的存在下,烯丙基甲苯酸酯和炔进行羰基化环加成反应,得到一系列环戊烯酮。在甲醇存在的情况下,五组分偶联反应得到甲基环戊烯乙酸酯,而在没有甲醇的情况下,六组分形成(环戊烯基甲基)呋喃酮。当醋酸烯丙酯和溴烯丙酯被证明无效时,发现tosylate烯丙酯在这些反应中是必不可少的。
Carbonylative cycloaddition of allyl tosylates and alkynes proceeded in the presence of palladium catalysts to afford a range of cyclopentenones. In the presence of methanol, five-component coupling reactions gave methyl cyclopentenyl acetates, whereas in the absence of methanol, (cyclopentenoylmethylidene)furanones were formed from six components. Allyl tosylate was found to be essential for these reactions, as allyl acetate and allyl bromide proved to be ineffective.