Sadhu, Pradeep ; Alla, Santhosh Kumar ; Punniyamurthy, Tharmalingam (2013) Pd(II)-catalyzed aminotetrazole-directed ortho-selective halogenation of arenes The Journal of Organic Chemistry, 78 (12). pp. 6104-6111. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo400755q
Related URL: http://dx.doi.org/10.1021/jo400755q
Abstract
A Pd(II)-catalyzed ortho-selective halogenation of N-aryl ring of N,1-diaryl-1H-tetrazol-5-amine has been described employing N-halosuccinimide as a halogen source via C–H bond activation. The present work features 5-aminotetrazole, as a directing group, for the chemo- and regioselective C–H halogenation of arenes. The kinetic isotope study (kH/kD = 2.9) suggests that the cleavage of the C–H bond takes place in the rate-determining step. The scope and mechanism of the protocol have been demonstrated.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 106605 |
| Deposited On: | 22 Jun 2017 10:13 |
| Last Modified: | 22 Jun 2017 10:13 |
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