Siva Reddy, A. ; Ranjith Reddy, K. ; Nageswar Rao, D. ; Jaladanki, Chaitanya K. ; Bharatam, Prasad V. ; Lam, Patrick Y. S. ; Das, Parthasarathi (2017) Copper(ii)-catalyzed Chan–Lam cross-coupling: chemoselective N-arylation of aminophenols Organic & Biomolecular Chemistry, 15 (4). pp. 801-806. ISSN 1477-0520
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Official URL: http://doi.org/10.1039/C6OB02444K
Related URL: http://dx.doi.org/10.1039/C6OB02444K
Abstract
Copper(II)-catalyzed boronic acid promoted chemoselective N-arylation of unprotected aminophenols has been developed. Selective N-arylation of 3-aminophenol is achieved with a Cu(OAc)2/AgOAc combination in MeOH at rt, whereas the chemoselective N-arylated products of 4-aminophenol can be obtained with a Cu(OAc)2/Cs2CO3 system and benzoic acid as an additive. These ligand-free conditions and “open-flask” chemistry are robust and compatible with a wide range of functional groups. The mechanistic investigation for this selective N-arylation has been studied by considering Density Functional Theory (DFT) calculations.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Royal Society of Chemistry. |
| ID Code: | 116351 |
| Deposited On: | 12 Apr 2021 09:26 |
| Last Modified: | 12 Apr 2021 09:26 |
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