New Reagents for Halogenation of Phosphorus

Abstract

Syntheses of phosphorus halides are of interest in many genres of organic chemistry, ¹ , ² , ³ , ⁴ but the development of new methods and reagents for their synthesis is presently scarcely explored. Working in small scale put extra demands on reactions as well as purification procedures to ensure that losses can be kept at a minimum. New reagents for these reactions with properties compatible with micro scale synthesis will be presented.

The versatility of the reagents is further explored by the synthesis and use of solid supported reagents. The reagents are mild, compatible with many functional groups, and selective towards phosphorus oxy acids, which enable the reactions to be used in a variety of applications. Clean reactions and easy work-up procedures ensures excellent yields, which, only with a few exceptions, are quantitative. These reagents have proven suitable for micro scale synthesis especially in the solid phase application.

Keywords:

• Chlorine
• cyanuric fluoride
• fluorine
• fluorination
• haloenamines
• phosphorus
• phosphonofluoridate