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

Sulfur–Nitrogen and Carbon–Nitrogen Bond Formation by Intermolecular Imination and Amidation without Catalyst
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无催化剂下分子间亚胺化和酰胺化形成硫氮键和碳氮键

DOI:
10.1002/ejoc.201101463
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发表时间:
2012
影响因子:
2.8
通讯作者:
Ying Xue
Ying Xue
中科院分区:
化学3区
文献类型:
--
作者:
Wen;S. Li;Z. Zhou;Heng;Xue Li;Qiu Sun;Ling He;Ying Xue

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使用 4H-1,2,4-三唑-4-胺作为氮源,PhI(OAc)2 作为氧化剂,在不添加催化剂的情况下,以中等到高产率实现了硫化物、亚砜和烯烃的亚胺化和酰胺化。碳-氮和硫-氮键形成反应性与氮宾插入机制一致,其中反应性通常随着氮源的N-H键解离能的降低和氧化剂的氧化电位的增加而增加。
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.
Juzo Nakayama、Akira Sakamoto 等人:“单环噻吩、3,4-二叔丁基噻吩的磺胺、磺胺二亚胺和磺胺衍生物的合成和结构”杂原子化学 12(5)。 )
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