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A new access to diazaphospholes via cycloaddition-cycloreversion reactions on triazaphospholes.

A novel bis-CF3-substituted diazaphosphole was synthesized selectively from hexafluoro-2-butyne and a 3H-1,2,3,4-triazaphosphole derivative. The [4+2] cycloaddition and subsequent cycloreversion reaction under elimination of pivaloyl nitrile affords the product in high… Click to show full abstract

A novel bis-CF3-substituted diazaphosphole was synthesized selectively from hexafluoro-2-butyne and a 3H-1,2,3,4-triazaphosphole derivative. The [4+2] cycloaddition and subsequent cycloreversion reaction under elimination of pivaloyl nitrile affords the product in high yield. The heterocycle coordinates via the phosphorus atom to a W(CO)5-fragment and shows stronger π-accepting properties than the triazaphosphole.

Keywords: cycloreversion; diazaphospholes via; via cycloaddition; new access; access diazaphospholes; cycloaddition

Journal Title: Chemical communications
Year Published: 2022

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