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氮气取代:用 2,6-二氯吡啶-N-氧化物催化二羰基化合物转化为酮羰基化合物的方法。

Displacement of Dinitrogen by Oxygen: A Methodology for the Catalytic Conversion of Diazocarbonyl Compounds to Ketocarbonyl Compounds by 2,6-Dichloropyridine-N-oxide.

机构信息

Department of Chemistry, University of Texas at San Antonio , San Antonio, Texas 78249, United States.

Department of Chemistry, College of Sciences, Nanjing Agricultural University , Nanjing, China 210095.

出版信息

Org Lett. 2018 Feb 2;20(3):776-779. doi: 10.1021/acs.orglett.7b03912. Epub 2018 Jan 18.

Abstract

Dirhodium(II) catalyzed dinitrogen extrusion from diazocarbonyl compounds by 2,6-dichloropyridine-N-oxide forms ketocarbonyl compounds in near-quantitative yields. Reactions occur at room temperature, and the pyridine product does not coordinate with dirhodium(II) to inhibit catalysis. Anhydrous tricarbonyl compounds, as well as dicarbonyl compounds, are conveniently prepared by this methodology, and they have been used in situ for catalytic ene and aldol transformations.

摘要

二钌(II)催化二氮烯化合物通过 2,6-二氯吡啶-N-氧化物脱去氮气生成酮羰基化合物,产率接近定量。反应在室温下进行,吡啶产物不与二钌(II)配位抑制催化。该方法可方便地制备无水三羰基化合物以及二羰基化合物,并已用于催化烯和醛醇转化的原位反应。

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