Amides of Trivalent Phosphorus Acids as Phosphorylating Reagents for Proton-Donating Nucleophiles

Abstract

I. Introduction 3755 II. Phosphorylatyion of Alcohols and Phenols 3757 1. Phosphorylatyion Mechanism. Catalysis 3757 a.

1,3-Dimethyl-2-(3-nitro-1,2,4-triazol-1-yl)-2-pyrrolidin-1-yl-1,3,2-diazaphospholidinium hexafluorophosphate (MNTP): a powerful condensing reagent for phosphate and phosphonate esters

“…Phosphate esters, especially those which play important roles in cells such as nucleic acids, 1,2 phosphoinositols, 3,4 phospholipids, 5 sugar phosphates, 5,6 and phosphopeptides, 7 are one class of important targets in current synthetic organic chemistry. The most frequently 3 used method to synthesize these phosphate esters as well as their analogs is the O-phosphitylation with phosphoramidites (the phosphoramidite method), [8][9][10][11] because the reactions proceed rapidly and efficiently under mild acidic conditions.…”

New aspects in the chemistry of perphosphorylated calix[4]resorcinarenes

“…Later on, fragments containing trivalent phosphorus were introduced into the molecules of resorcinarenes [12][13][14][15] (Scheme 1). Note that phosphorous acid amides, including 2-amino-1,3,2-diheterophosphocyclanes have a high phosphorylating capacity for proton-containing nucleophiles due to the rupture of the P-N bond, 16 and found wide use for the design of complex polyphosphorylated compounds.…”

Synthesis and Сharacterization of Phosphamacrocycles on the Basis of 2,7-Dihydroxynaphthalene

“…[26] В качестве растворителей были выбраны ацетонитрил, 1,4-диоксан, бензол, диэтиловый эфир. Было показано, что наилучшим растворителем в данном случае является ацетонитрил, так как фосфори-лирование протекает в нем с наибольшей скоростью, не происходит образование побочных продуктов и, кроме того, образующиеся нафтофосфациклофаны отделяются из ацетонитрильного раствора, что в значительной сте-пени облегчает их выделение.…”