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. 2012 Feb 3;14(3):898-901.
doi: 10.1021/ol203418u. Epub 2012 Jan 24.

Divergent outcomes of gold(I)-catalyzed indole additions to 3,3-disubstituted cyclopropenes

Paul C Young  1 , Maximillian S Hadfield, Lynn Arrowsmith, Kristina M Macleod, Richard J Mudd, James A Jordan-Hore, Ai-Lan Lee
Affiliations

Divergent outcomes of gold(I)-catalyzed indole additions to 3,3-disubstituted cyclopropenes

Paul C Young et al. Org Lett. .

Abstract

Depending on the conditions employed, gold(I)-catalyzed addition of indoles to 3,3-disubstituted cyclopropenes can be controlled to yield either 3-(E)-vinylindoles (3) or bis-indolylalkanes (4). If the cyclopropene substituents are sterically bulky, unprecedented gold-catalyzed oxidation under air occurs to yield bis-indolylalkene (5) and epoxide (6) at room temperature.

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