AlCl <subscript>3</subscript> -Mediated CHF <subscript>2</subscript> Transfer and Cyclocondensation of Difluoromethoxy Functionalized o -Phenylenediamines to Access N-Substituted Benzimidazoles.
In: Organic letters, Jg. 24 (2022-08-26), Heft 33, S. 6142-6147
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Zugriff:
Herein, we report for the first time a transition-metal-free frustrated Lewis pair (FLP) catalyzed CHF 2 group migration from an oxygen atom to the neighboring nitrogen atom, which led to the synthesis of N-substituted benzimidazoles at room temperature with excellent yields, broad functional group tolerance, and a short reaction time. The oxygen-attached difluoromethane acted as a C1 source in the synthesis of N-substituted benzimidazoles in the presence of AlCl 3 by cleaving one C-O bond and two C-F bonds, resulting in formation of two new C-N bonds.
| Titel: |
AlCl <subscript>3</subscript> -Mediated CHF <subscript>2</subscript> Transfer and Cyclocondensation of Difluoromethoxy Functionalized o -Phenylenediamines to Access N-Substituted Benzimidazoles.
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| Autor/in / Beteiligte Person: | Vinayagam, V ; Karre, SK ; Kasu, SR ; Srinath, R ; Naveen Babu Bathula, HS ; Sadhukhan, SK |
| Zeitschrift: | Organic letters, Jg. 24 (2022-08-26), Heft 33, S. 6142-6147 |
| Veröffentlichung: | Washington, DC : American Chemical Society, c1999-, 2022 |
| Medientyp: | academicJournal |
| ISSN: | 1523-7052 (electronic) |
| DOI: | 10.1021/acs.orglett.2c02231 |
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