Taming Gold(I)–Counterion Interplay in the De‐aromatization of Indoles with Allenamides |
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| Authors: | Dr. Minqiang Jia Dr. Gianpiero Cera Daniele Perrotta Prof. Magda Monari Prof. Marco Bandini |
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| Affiliation: | Department of Chemistry “G. Ciamician”, Alma Mater Studiorum ‐ University of Bologna, Via Selmi 2, 40126 Bologna (Italy) |
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| Abstract: | A careful interplay between the π electrophilicity of a cationic AuI center and the basicity of the corresponding counterion allowed for the chemo‐ and regioselective inter‐ as well as intramolecular de‐aromatization of 2,3‐disubstituted indoles with allenamides. The silver‐free bifunctional Lewis acid/Brønsted base complex [{2,4‐(tBu)2C6H3O}3PAuTFA] assisted the formation of a range of densely functionalized indolenines under mild conditions. |
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| Keywords: | catalysis de‐aromatization gold indoles regioselectivity |
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