Sulfur-Nitrogen and Carbon-Nitrogen Bond Formation by Intermolecular Imination and Amidation without Catalyst

Autor: Xue Li, Zhong Hua Zhou, Ying Xue, Heng Shui Shen, Ling He, Wen Bo Ma, Sheng Nan Li, Qiu Sun
Rok vydání: 2012
Předmět:
Zdroj: European Journal of Organic Chemistry. 2012:1554-1562
ISSN: 1434-193X
DOI: 10.1002/ejoc.201101463
Popis: Imination and amidation of sulfides, sulfoxides, and olefins using 4H-1,2,4-triazole-4-amine as a nitrogen source with PhI(OAc)2 as an oxidant were achieved in moderate to high yields without the addition of a catalyst. The carbon–nitrogen and sulfur–nitrogen bond forming reactivity is consistent with a nitrene insertion mechanism in which the reactivity generally increases with decreasing N–H bond dissociation energy of the nitrogen source and increasing oxidation potential of the oxidant.
Databáze: OpenAIRE