Room-temperature Cu(II)-catalyzed chemo- and regioselectiveortho-nitration of arenes via C–H functionalization

Sadhu, Pradeep ; Alla, Santhosh Kumar ; Punniyamurthy, Tharmalingam (2014) Room-temperature Cu(II)-catalyzed chemo- and regioselectiveortho-nitration of arenes via C–H functionalization The Journal of Organic Chemistry, 79 (18). pp. 8541-8549. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo501617g

Related URL: http://dx.doi.org/10.1021/jo501617g

Abstract

An efficient Cu-catalyzed chemo- and regioselective ortho-nitration of N,1-diaryl-5-aminotetrazoles and N,4-diaryl-3-amino-1,2,4-triazoles has been described with good functional group compatibility. The procedure features the use of an operationally simple protocol utilizing the commercially available less toxic CuCl2·2H2O as catalyst and Fe(NO3)3·9H2O as nitration source at room temperature. Removal of the 5-aminotetrazole directing group has been demonstrated using base hydrolysis to afford substituted 2-nitroanilines.

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ID Code:106946
Deposited On:22 Jun 2017 09:56
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