A range of nucleoside phosphoramidites incorporating small amino substituents have been readily synthesised using ionic liquid stabilised phosphorodiamidites coupled with mechanochemistry.
A range of nucleosides have been synthesised utilising a solventless approach to Vorbrüggen glycosylations aided by mechanochemistry. a Prior silylation conditions: HMDS, cat. (NH 4 ) 2 SO 4 140 C, overnight. b Products were isolated via an aqueous work-up and extraction with DCM, drying with MgSO 4 and concentration under high vacuum.This journal is
A series of acyl phosphonamidates, the synthetic precursors to bisphosphonates, have been readily prepared from phosphoramidite type reagents and a range of acid chlorides. These reactions were performed using solventless conditions, where purification was easily achieved using column chromatography with yields ranging from 71-90%. Furthermore, we have demonstrated that these acyl phosphonamidates could be used for the preparation of unsymmetrical bisphosphonates, which do date are scarcely reported in the literature.
A series of phosphorodiamidite reagents have been readily prepared using bis{(trifluoromethyl)sulfonyl}imide based ionic liquids and compared with their syntheses in conventional organic solvents. This method demonstrates a versatile procedure that allows access to both known and novel phosphorodiamidite reagents, whilst addressing issues such as moisture sensitivity and product selectivity present in current molecular based protocols. This method negates the need for reagent purification, whilst allowing for the reactions to be conducted at high concentrations.
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