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Carbophilic 3-component cascades: access to complex bioactive cyclopropyl diindolylmethanes

Groome, Nigel M., Elboray, Elghareeb E., Inman, Martyn W., Dondas, H. Ali, Phillips, Roger M., Kilner, Colin and Grigg, Ronald (2013) Carbophilic 3-component cascades: access to complex bioactive cyclopropyl diindolylmethanes. Chemistry - A European Journal, 19 (6). pp. 2180-2184. ISSN 0947-6539

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Naturally occurring indole-3-carbinol and 3,3-diindolylmethane show bioactivity in a number of disparate disease areas, including cancer, prompting substantial synthetic analogue activity. We describe a new approach to highly functionalised derivatives that starts from allene gas and proceeds via the combination of a three-component Pd(0)-catalysed cascade with a one-pot, three-component carbophilic Pt(II) cascade linked to a stereoselective acid-catalysed Mannich-Michael reaction that generates complex cyclopropyl diindolylmethanes which show selective activity against prostate cancer cell lines.

Item Type: Article
Subjects: R Medicine > RM Therapeutics. Pharmacology
Schools: School of Applied Sciences
Related URLs:
Depositing User: Roger Phillips
Date Deposited: 12 May 2015 14:29
Last Modified: 14 May 2015 11:11


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