dc.contributor.author | Nykaza, Trevor V | |
dc.contributor.author | Li, Gen | |
dc.contributor.author | Yang, Junyu | |
dc.contributor.author | Luzung, Michael R | |
dc.contributor.author | Radosevich, Alexander T | |
dc.date.accessioned | 2021-10-27T20:36:19Z | |
dc.date.available | 2021-10-27T20:36:19Z | |
dc.date.issued | 2020 | |
dc.identifier.uri | https://hdl.handle.net/1721.1/136626 | |
dc.description.abstract | © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim An organocatalytic method for the modular synthesis of diverse N-aryl and N-alkyl azaheterocycles (indoles, oxindoles, benzimidazoles, and quinoxalinediones) is reported. The method employs a small-ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane P-oxide) and a hydrosilane reductant to drive the conversion of ortho-functionalized nitroarenes into azaheterocycles through sequential intermolecular reductive C−N cross coupling with boronic acids, followed by intramolecular cyclization. This method enables the rapid construction of azaheterocycles from readily available building blocks, including a regiospecific approach to N-substituted benzimidazoles and quinoxalinediones. | |
dc.language.iso | en | |
dc.publisher | Wiley | |
dc.relation.isversionof | 10.1002/ANIE.201914851 | |
dc.rights | Creative Commons Attribution-Noncommercial-Share Alike | |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-sa/4.0/ | |
dc.source | PMC | |
dc.title | P III /P V =O Catalyzed Cascade Synthesis of N‐Functionalized Azaheterocycles | |
dc.type | Article | |
dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | |
dc.relation.journal | Angewandte Chemie - International Edition | |
dc.eprint.version | Author's final manuscript | |
dc.type.uri | http://purl.org/eprint/type/JournalArticle | |
eprint.status | http://purl.org/eprint/status/PeerReviewed | |
dc.date.updated | 2021-03-10T14:00:09Z | |
dspace.orderedauthors | Nykaza, TV; Li, G; Yang, J; Luzung, MR; Radosevich, AT | |
dspace.date.submission | 2021-03-10T14:00:11Z | |
mit.journal.volume | 59 | |
mit.journal.issue | 11 | |
mit.license | OPEN_ACCESS_POLICY | |
mit.metadata.status | Authority Work and Publication Information Needed | |