NDLI: Bismuth nitrate-promoted disproportionative condensation of indoles with cyclohexanone: a new-type azafulvenium reactivity of indole

Content Provider	Semantic Scholar
Author	Kiliç, Haydar Bayindir, Sinan Erdoğan, Esra Güzel Cinar, Sesil Agopcan Konuklar, F. Aylin Sungur Bali, Semiha Kevser Saracoglu, Nurullah Aviyente, Viktorya
Copyright Year	2017
Abstract	The indole nucleus is a privileged heterocyclic scaffold, which is present in several natural and synthetic compounds. New synthetic strategies to access functionalized indoles have therefore attracted the attention of both synthetic and medicinal chemists over the decades. In this study, the bismuth nitrate-promoted disproportionative condensation of indoles with cyclohexanone in one pot, to yield C3-cyclohexyl substituted indoles and 1,3-di(1H-indol-3-yl)benzene derivatives is reported for the first time. Using 3-methylindole with cyclopentanone, cyclohexanone, and cycloheptanone results in new and different synthetic pathways. The plausible reaction mechanisms are presented and supported with DFT (M06-2X/6-31+G(d,p)) calculations.
Starting Page	9674
Ending Page	9687
Page Count	14
File Format	PDF HTM / HTML
DOI	10.1039/C7NJ01987D
Volume Number	41
Alternate Webpage(s)	http://www.rsc.org/suppdata/c7/nj/c7nj01987d/c7nj01987d1.pdf
Alternate Webpage(s)	https://doi.org/10.1039/C7NJ01987D
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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