Gold-catalyzed tandem reaction of 2-alkynylanilines followed by 1,6-conjugate addition to p-quinone methides: efficient access to unsymmetrical diarylindolylmethanes
- Authors
- Jillella, Raveendra; Oh, Dong Hwan; Oh, Chang Ho
- Issue Date
- Oct-2018
- Publisher
- ROYAL SOC CHEMISTRY
- Citation
- NEW JOURNAL OF CHEMISTRY, v.42, no.20, pp.16886 - 16890
- Indexed
- SCIE
SCOPUS
- Journal Title
- NEW JOURNAL OF CHEMISTRY
- Volume
- 42
- Number
- 20
- Start Page
- 16886
- End Page
- 16890
- URI
- https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/149294
- DOI
- 10.1039/c8nj03955k
- ISSN
- 1144-0546
- Abstract
- A simple, mild, efficient and chemoselective catalytic method for the straightforward synthesis of an interesting class of 2-aryl/alkyl-substituted-3-diaryl indolyl methanes in high yield is reported. This atom-efficient method proceeds via a gold-catalyzed one-pot sequential intramolecular hydroamination (C-N bond formation) of 2-alkynylanilines followed by a 1,6-conjugate addition to p-quinonemethides. The p-quinonemethides, which contain aldehyde functional groups, preferentially participate in 1,6-conjugate addition, while the aldehyde functional group remains unreactive.
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