A careful interplay between the π electrophilicity of a cationic Au I 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)2C 6H3O}3PAuTFA] assisted the formation of a range of densely functionalized indolenines under mild conditions.
Taming gold(I)-counterion interplay in the de-aromatization of indoles with allenamides
CERA, GIANPIERO;MONARI, MAGDA;BANDINI, MARCO
2014
Abstract
A careful interplay between the π electrophilicity of a cationic Au I 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)2C 6H3O}3PAuTFA] assisted the formation of a range of densely functionalized indolenines under mild conditions.File in questo prodotto:
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