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Synthesis of indenes by the transition metal-mediated carboannulation of alkynes.

The Journal of organic chemistry (2006-12-30)
Daohua Zhang, Zhijian Liu, Eul K Yum, Richard C Larock
RESUMEN

The synthesis of highly substituted indenes has been achieved by three different transition metal-mediated methods. The first method involves the palladium-catalyzed carboannulation of internal alkynes. The second method utilizes a two-step approach, which involves first the palladium/copper-catalyzed cross-coupling of terminal alkynes with appropriately functionalized aryl halides, followed by copper-catalyzed intramolecular cyclization. The third method involves intermolecular palladium-catalyzed arylation of the arylalkynes formed in the first step of the second method.

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1-(Trimethylsilyl)propyne, 99%