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Divergent outcomes of gold(I)-catalyzed indole additions to 3,3-disubstituted cyclopropenes
Authors:Young Paul C  Hadfield Maximillian S  Arrowsmith Lynn  Macleod Kristina M  Mudd Richard J  Jordan-Hore James A  Lee Ai-Lan
Institution:School of Engineering and Physical Sciences, Heriot-Watt University, Edinburgh EH14 4AS, Scotland, United Kingdom.
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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