4.4 Article

Synthesis of Functionalized Azet-2(1H)-imines through [2+2] Cycloaddition of Imines and Ketenimines

Journal

SYNLETT
Volume 24, Issue 11, Pages 1420-1422

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0033-1338747

Keywords

2-azetines; copper iodide; trichloroacetonitrile; sodium arylsulfinates; ketenimines; sulfonyl azides; terminal alkynes

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The reaction between ketenimine intermediates, generated from terminal alkynes and sulfonyl azides, trichloroacetonitrile, and sodium arylsulfinates in N,N-dimethylformamide at room temperature affords N-[3-aryl(alkyl)-4-arylazet-2(1H)-ylidene]-arene(alkane)sulfonamides in moderate to good yields.

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