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A new strategy for the C(sp2)–H imidation and 1,2-imidofluorination of vinylsulfides has been established through simple treatment with N-fluorobis(benzenesulfonyl)imide, which acts as both oxidant and nitrogen source. For alkyl and electron-rich aryl vinylsulfides, alkyl/arylthioenamines are produced in up to 92% total yields. However, for steric and electron-deficient aryl vinylsulfides, 1,2-imidofluorination products are prepared in up to 73% yields. The chemoselectivity is controlled by the steric and electronic effects of aryl substituents. Thionium ions are proposed as key intermediates in the two reactions. 相似文献
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Suman L. Jain 《Tetrahedron letters》2004,45(22):4341-4343
(N-Tosylimino)triphenylphosphorane (Ph3PNTs) was found to be an efficient imido-transfer reagent for the imidation of a variety of aldehydes using RuCl2(PPh3)3 as the catalyst. 相似文献
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Regiospecific and direct imidation of the methyl C(sp3)–H bond of thioanisoles is realized under mild and metal-free conditions with N-fluorobis(benzenesulfonyl)imide as an oxidant and nitrogen source. Proposed mechanism suggests that thionium ion intermediates and a Pummerer-type reaction are involved. The imidation has advantages such as high step-economy, excellent functionality tolerance, and regiospecificity, giving structurally diverse imidation products. 相似文献
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Vanadium and molybdenum oxochlorides were found to be efficient catalysts for imido-transfer between aldehydes and N-sulfinylamines. 相似文献
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