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Nigel M. Groome, Elghareeb E. Elboray, Dr. Martyn W. Inman, Prof. H. Ali Dondas, Dr. Roger M. Phillips, Colin Kilner and Prof. Ronald Grigg Carbophilic 3-Component Cascades: Access to Complex Bioactive Cyclopropyl Diindolylmethanes Chemistry - A European Journal 19

Version of Record online: 20 DEC 2012 | DOI: 10.1002/chem.201202647

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Cascades against cancer: Pd0-catalysed construction of 1,6-enynes occurs in good yield. Combination with a threefold excess of an indole and platinum(II) chloride (5 mol %) furnishes the cyclopropyl diindolylmethanes (see scheme). This is a two-step process with PtII generating azabicyclo[4.1.0]hept-4-enes and a proton-catalysed Mannich–Michael reaction that is responsible for the double indole addition/ring opening to furnish the cyclopropyl diindolylmethanes.

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