Open AccessCross-Dehydrogenative N–N Coupling of Aromatic and Aliphatic Methoxyamides with Benzotriazoles
Author(s) -
Pooja Y. Vemuri,
Frédéric W. Patureau
Publication year - 2021
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.1c01034
Subject(s) - chemistry , hypervalent molecule , intermolecular force , intramolecular force , electrophile , nitrogen atom , reagent , combinatorial chemistry , coupling reaction , nitrogen , organic chemistry , molecule , group (periodic table) , catalysis
Nitrogen-nitrogen bond containing motifs are ubiquitous in bioactive compounds and organic materials. However, intermolecular hetero-selective N-H/N-H oxidative coupling reactions remain very challenging and largely unexplored. Here, we report an unprecedented, simple and hetero-selective cross-dehydrogenative N-N coupling of amides and benzotriazoles, utilizing only a hypervalent iodine species as the terminal oxidant. The scope and mechanistic investigations are discussed.