A metal-free, photochemical strategy for the direct alkylation of indoles was developed. The reaction, which occurs at ambient temperature, is driven by the photochemical activity of electron donor-acceptor (EDA) complexes, generated upon association of substituted 1H-indoles with electronaccepting benzyl and phenacyl bromides. Significant mechanistic insights are provided by the X-ray single-crystal analysis of an EDA complex relevant to the photoalkylation and the determination of the quantum yield (Φ) of the process.
Kandukuri S.R., Bahamonde A., Chatterjee I., Jurberg I.D., Escudero-Adan E.C., Melchiorre P. (2015). X-ray characterization of an electron donor-acceptor complex that drives the photochemical alkylation of indoles. ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, 54(5), 1485-1489 [10.1002/anie.201409529].
X-ray characterization of an electron donor-acceptor complex that drives the photochemical alkylation of indoles
Melchiorre P.
Ultimo
Supervision
2015
Abstract
A metal-free, photochemical strategy for the direct alkylation of indoles was developed. The reaction, which occurs at ambient temperature, is driven by the photochemical activity of electron donor-acceptor (EDA) complexes, generated upon association of substituted 1H-indoles with electronaccepting benzyl and phenacyl bromides. Significant mechanistic insights are provided by the X-ray single-crystal analysis of an EDA complex relevant to the photoalkylation and the determination of the quantum yield (Φ) of the process.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
