Synthesis of new types of aminomethylenediphosphorus-containing acids and their derivatives

Synthesis of Aminomethylene-gem-bisphosphonates Containing an Aziridine Motif: Studies of the Reaction Scope and Insight into the Mechanism

“…Syntheses of 1-aminobisphosphonates (or aminomethylene- gem -bisphosphonates) are described through numerous methods, namely the condensation of ethyl orthoformates and phosphites, , the Beckmann rearrangement of oximes, , or the bisphosphorylation of amides, , imines, isonitriles, − or nitriles . To our knowledge, such derivatives when containing an aziridine motif are not reported in the literature.…”

Synthetic Procedures Leading towards Aminobisphosphonates

“…The formation of a Vilsmayer-Haack-like intermediate is also proposed in this case with the further addition of a nucleophilic phosphorus reagent. This assumption is additionally supported by studies on the use of structurally variable imine salts as substrates for synthesis of compounds 11 (Scheme 6) [41][42][43][44][45].…”

Synthesis of Aminobisphosphinates through a Cascade Reaction between Hypophosphorous Acid and Bis(trimethylsilyl)imidates Mediated by ZnI2

“…The access to AMBPs is documented in the literature [26]. Indeed, several approaches present the do phosphonylation of amides and nitriles mediated by various Lewis acids [27][28][29][30], a t component reaction of amines with orthoformate and phosphites [31][32][33][34][35][36][37][38][39][40], an Beckmann transposition of oximes in the presence of phosphites [41,42] (Figure Alternatively, only limited examples were reported for the synthesis aminomethylenebisphosphinates (AMBPi) and their biological activities remain unkn to date [43][44][45]. Here, the strategy usually consists of adding in situ pre-formed BTSP ethyl formimidate hydrochloride or onto substituted amides in the presence of TMS respectively (Figure 2c).…”