We herein developed a reductive transamidation reaction between N-acyl benzotriazoles (AcBt) and organic nitro compounds or NaNO 2 under mild conditions. This protocol employed the stable and readily available B 2 (OH) 4 as the reducing agent and H 2 O as the ideal solvent. N-Deuterated amides can be synthesized when conducting the reaction in D 2 O. A reasonable reaction mechanism involving bond metathesis between the AcBt amide and amino boric acid intermediate was proposed to explain the unique nature of AcBt.
We have developed a palladium-catalyzed C–O bond activation of N-hydroxybenzotriazole esters, which represented a new type of electrophilic partners for Suzuki–Miyaura cross-coupling reactions to make various ketones. This reaction employed the cheap and commercially available PdCl2(MeCN)2/PCy3 as the catalyst and proceeded at 80 °C.
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