PIFA-Mediated Oxidative Cyclization of 1-Carbamoyl-1-oximylcycloalkanes: Synthesis of Spiro-Fused Pyrazolin-5-one N-Oxides
Data(s) |
2009
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Resumo |
convenient and efficient synthesis of spiro-fused pyrazolin-5-one N-oxides starting from readily available 1-carbamoyl-1-oximylcycloalkanes is developed. This general protocol features a novel and facile way for access to the five-membered azaheterocycles by formation of a new N-N single bond. The key cyclization step utilizes the formation of an N-oxonitrenium intermediate, mediated by the hypervalent iodine reagent PIFA, and its subsequent intramolecular trapping by the amide moiety under rather mild experimental conditions. |
Identificador | |
Idioma(s) |
英语 |
Fonte |
Wang KW;Fu XL;Liu JY;Liang YJ;Dong DW.PIFA-Mediated Oxidative Cyclization of 1-Carbamoyl-1-oximylcycloalkanes: Synthesis of Spiro-Fused Pyrazolin-5-one N-Oxides,ORGANIC LETTERS ,2009,11 (4):1015-1018 |
Palavras-Chave | #HYPERVALENT IODINE OXIDATION #EFFICIENT SYNTHESIS #INTRAMOLECULAR CYCLIZATION #PHARMACOLOGICAL-PROPERTIES #OLEFIN AMIDOHYDROXYLATION #ACYLNITRENIUM IONS #ALKYNE AMIDATION #BOND FORMATION #X-RAY #DERIVATIVES |
Tipo |
期刊论文 |