Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.author | 윤소원 | - |
dc.date.accessioned | 2016-10-11T00:16:08Z | - |
dc.date.available | 2016-10-11T00:16:08Z | - |
dc.date.issued | 2015-04 | - |
dc.identifier.citation | ORGANIC & BIOMOLECULAR CHEMISTRY, v. 13, NO 16, Page. 4652-4656 | en_US |
dc.identifier.issn | 1477-0520 | - |
dc.identifier.issn | 1477-0539 | - |
dc.identifier.uri | http://pubs.rsc.org/en/Content/ArticleLanding/2015/OB/C5OB00361J#!divAbstract | - |
dc.identifier.uri | http://hdl.handle.net/20.500.11754/23717 | - |
dc.description.abstract | Inspired by the Hegedus aza-Wacker indole synthesis, we were intrigued with the fate of the aminopalladation intermediate if syn mu-hydrogen is made inaccessible or unavailable. In contrast to our previously reported beta-carbon elimination, cyclization of a variety of 2-alkenylaniline substrates under electrophilic palladium conditions unexpectedly afforded C3-substituted indoles. This unusual 1,2-migratory process was found to be operative across a variety of substrates with predictable migratory aptitude. A mechanistic proposal was put forward to rationalize the observed substrate dependence, and this unexpected finding could provide an opportunity for other related processes. | en_US |
dc.description.sponsorship | This work was supported by both the Basic Science Research Program and Nano.Material Technology Department Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education and MSIP (no. 2012R1A1A2041471, 2012M3A7B4049654, and 2014-011165). We thank Su San Jang for help with substrate preparation. | en_US |
dc.language.iso | en | en_US |
dc.publisher | ROYAL SOC CHEMISTRY | en_US |
dc.subject | C-H AMINATION | en_US |
dc.subject | PALLADIUM-CATALYZED REACTIONS | en_US |
dc.subject | BETA-HYDRIDE ELIMINATION | en_US |
dc.subject | INDOLE SYNTHESIS | en_US |
dc.subject | INTERNAL ALKYNES | en_US |
dc.subject | REGIOCONTROLLED SYNTHESIS | en_US |
dc.subject | 4-SUBSTITUTED INDOLES | en_US |
dc.subject | SUBSTITUTED INDOLES | en_US |
dc.subject | COUPLING REACTIONS | en_US |
dc.subject | CUPRIC CHLORIDE | en_US |
dc.title | Unusual 1,2-aryl migration in Pd(II)-catalyzed aza-Wacker-type cyclization of 2-alkenylanilines | en_US |
dc.type | Article | en_US |
dc.relation.no | 16 | - |
dc.relation.volume | 13 | - |
dc.identifier.doi | 10.1039/c5ob00361j | - |
dc.relation.page | 4652-4656 | - |
dc.relation.journal | ORGANIC & BIOMOLECULAR CHEMISTRY | - |
dc.contributor.googleauthor | Youn, So Won | - |
dc.contributor.googleauthor | Lee, So Ra | - |
dc.relation.code | 2015003725 | - |
dc.sector.campus | S | - |
dc.sector.daehak | COLLEGE OF NATURAL SCIENCES[S] | - |
dc.sector.department | DEPARTMENT OF CHEMISTRY | - |
dc.identifier.pid | sowony73 | - |
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