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33.5.7.1.2.1 Method 1: Ring Expansion of Cycloprop-2-enylidenephosphines with Azides

DOI: 10.1055/sos-SD-033-00826

Keglevich, Gy.; Szelke, H.Science of Synthesis, (200733740.

Another fascinating way of creating the 1,2-dihydrophosphete ring is via ring expansion by reacting cycloprop-2-enylidene(mesityl)phosphines 14 with azides, under mild conditions (Scheme 6).[‌6‌] A variety of phosphet-2(1H)-imines 15 can be prepared; however, the yields are not reported. The assigned structure of the ethoxycarbonyl-substituted product is supported by single crystal X-ray analysis. Formation of the ring-expanded product 15 can be explained assuming the intermediates 16 and 17.

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