Triflic Acid-Catalyzed Synthesis of Indole-Substituted Indane Derivatives via in Situ Formed Acetal-Facilitated Nucleophilic Addition and 4π-Electron-5-Carbon Electrocyclization Sequence
Triflic Acid-Catalyzed Synthesis of Indole-Substituted Indane Derivatives via in Situ Formed Acetal-Facilitated Nucleophilic Addition and 4π-Electron-5-Carbon Electrocyclization Sequence
| dc.contributor.author | Ramesh, Golla | |
| dc.contributor.author | Balamurugan, Rengarajan | |
| dc.date.accessioned | 2022-03-27T08:38:42Z | |
| dc.date.available | 2022-03-27T08:38:42Z | |
| dc.date.issued | 2021-12-03 | |
| dc.description.abstract | An efficient protocol for the synthesis of indole-substituted indanes from o-alkenylbenzaldehydes under acetalization conditions has been presented. The cyclization occurs via a nucleophilic addition of indole on the oxacarbenium ion generated from acetal formed under the reaction condition followed by a conrotatory 4π-electrocyclization reaction, which takes care of the exclusive diastereoselectivity observed during the cyclization step. Olefin geometry of o-alkenylbenzaldehyde and the amount of indole play a decisive role in the success of this cyclization process. | |
| dc.identifier.citation | Journal of Organic Chemistry. v.86(23) | |
| dc.identifier.issn | 00223263 | |
| dc.identifier.uri | 10.1021/acs.joc.1c01396 | |
| dc.identifier.uri | https://pubs.acs.org/doi/10.1021/acs.joc.1c01396 | |
| dc.identifier.uri | https://dspace.uohyd.ac.in/handle/1/11342 | |
| dc.title | Triflic Acid-Catalyzed Synthesis of Indole-Substituted Indane Derivatives via in Situ Formed Acetal-Facilitated Nucleophilic Addition and 4π-Electron-5-Carbon Electrocyclization Sequence | |
| dc.type | Journal. Article | |
| dspace.entity.type |
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