Shyam Kumar Banjare, Saista Afreen, Wang-Yeuk Kong, Wentao Guo, Tanmayee Nanda, Gopal Krushna Das Adhikari, Naupada Preeyanka, Dean J. Tantillo* and Ponneri C. Ravikumar*,
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Cobalt-Catalyzed Deacylative Ipso-C–C Bond Functionalization: An Approach toward Indole-Acyloins and Its Photophysical Studies
Selective functionalization of the indole-C3–C bond with aromatic/heteroaromatic 1,2-diketones has been uncovered for the first time. Cobalt catalyst was found to be an effective catalyst for this unusual transformation. This ipso-C–C bond functionalization occurred in the presence of easily available weakly coordinating groups such as ketone and ester. One of the salient features of this methodology is the in situ generation of water from hexafluoro-2-propanol which acts as a reactant for the removal of the pivaloyl/ester group in a deacylative manner. The plausible mechanism has been supported by DFT calculations. Moreover, photophysical studies show the potential utility of indole-C3-acyloin and indolo-fused carbazole, which could be used in photovoltaic and optoelectronic application.
期刊介绍：
The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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