An efficient synthetic method of 2-aryl-2H-benzotriazoles from nonprefunctionalized azobenzenes and N-sulfonyl azides via sequential Rh-catalyzed amidation (C-N bond formation) and oxidation (N-N bond formation) with PhI(OAc)2 in one pot is reported.
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Synthesis of N-Sulfonylamidated and Amidated Azobenzenes under Rhodium Catalysis.
J Org Chem
August 2015
†School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Republic of Korea.
The rhodium(III)-catalyzed ortho-C-H amidation of azobenzenes with arylsulfonyl and aryl and alkyl isocyanates is described. The N-sulfonyl amidation reaction using arylsulfonyl isocyanates is first reported in the C-H activation strategy. These transformations provide the facile and efficient construction of a range of amide moieties into azobenzenes.
View Article and Find Full Text PDFSynthesis of 2-aryl-2H-benzotrizoles from azobenzenes and N-sulfonyl azides through sequential rhodium-catalyzed amidation and oxidation in one pot.
Org Lett
June 2014
Department of Chemistry, Kangwon National University, Chuncheon 200-701, Republic of Korea.
An efficient synthetic method of 2-aryl-2H-benzotriazoles from nonprefunctionalized azobenzenes and N-sulfonyl azides via sequential Rh-catalyzed amidation (C-N bond formation) and oxidation (N-N bond formation) with PhI(OAc)2 in one pot is reported.
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