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

Nigel M. Groome, Elghareeb E. Elboray, Martyn W. Inman, H. Ali Dondas, Roger M. Phillips, Colin Kilner, Ronald Grigg

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

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 Pd0-catalysed cascade with a one-pot, three-component carbophilic PtII cascade linked to a stereoselective acid-catalysed Mannich-Michael reaction that generates complex cyclopropyl diindolylmethanes which show selective activity against prostate cancer cell lines.

Original languageEnglish
Pages (from-to)2180-2184
Number of pages5
JournalChemistry - A European Journal
Volume19
Issue number6
Early online date20 Dec 2012
DOIs
Publication statusPublished - 4 Feb 2013
Externally publishedYes

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