Controlling the regioselectivity of the ring opening of spiro-epoxyoxindoles for efficient synthesis of C(3)–N(1′)-bisindoles and C(3)–N(1′)-diindolylmethane
| dc.contributor.author | Hajra, S. | |
| dc.contributor.author | Maity, Subrata | |
| dc.contributor.author | Roy, Sayan | |
| dc.contributor.author | Das, Dhiraj | |
| dc.date.accessioned | 2020-11-28T06:13:32Z | |
| dc.date.available | 2020-11-28T06:13:32Z | |
| dc.date.issued | 2019 | |
| dc.description.abstract | An efficient strategy for the construction of both C(3)–N(1′) bisindoles and C(3)–N(1′) diindolylmethane has been explored via proper tuning of the nucleophilicity of indoline/indole to spiro-epoxyoxindole. Lewis acid-catalyzed highly regio- as well as chemoselective coupling at the C-3 centre of spiro-epoxyoxindoles with indolines furnishes C(3)–N(1′) bisindoles whereas base mediated and Lewis acid-catalyzed regioselective coupling at the less hindered site of spiro-epoyoxindoles with indoles via the SN2 mechanism provides C(3)–N(1′) diindolylmethane. | en_US |
| dc.identifier.citation | Organic and Biomolecular Chemistry,17(33), pp. 7747-7759. | en_US |
| dc.identifier.other | https://doi.org/10.1039/C9OB01249D | |
| dc.identifier.uri | https://pubs.rsc.org/en/content/articlelanding/2019/ob/c9ob01249d#!divAbstract | |
| dc.identifier.uri | http://hdl.handle.net/123456789/2376 | |
| dc.language.iso | en | en_US |
| dc.publisher | Royal Society of Chemistry | en_US |
| dc.subject | Diindolylmethane | en_US |
| dc.subject | Nucleophilicity | en_US |
| dc.subject | Spiro-Epoyoxindoles | en_US |
| dc.title | Controlling the regioselectivity of the ring opening of spiro-epoxyoxindoles for efficient synthesis of C(3)–N(1′)-bisindoles and C(3)–N(1′)-diindolylmethane | en_US |
| dc.type | Article | en_US |