Momtez JMAI, co-supervised doctoral student in the SYMBIOSE team, will defend his thesis entitled “Contribution to the study of the reactivity of some β-functionalized allyloxymethylphosphonates” on Thursday, October 28, 2021 at 2 p.m. by videoconference.
Title: Contribution to the study of the reactivity of some β-functionalized allyloxymethyl-phosphonate
Abstract: β-functionalized allyloxymethyl-phosphonates are considered as excellent precursors for the preparation of new organophosphorus compounds due to the joint presence of several functional groups. Firstly, a wide range of this compound has e been prepared, then the use of such phosphonates as Michael acceptors. Indeed, we made conjugated additions of thiols, amines under mild reaction conditions. Allyloxymethylphosphonate were also used as a dipolarophile to produce a new family of five membered heterocycles namely, and isoxazolidine methoxymethylphosphonates through the 1,3-dipolar cycloaddition. Pd-catalyzed arylations on allyloxymethylphosphonates allowed preparing phosphonated acyclic and cyclic compound derived from cinnamylethers, indenylethers and benzoxepines skeletons. The synthesis of 2,5- dihydrofurane has also been described by performing cyclization under the conditions of a ring closing metathesis (RCM) starting from bis-allyletherphosphonates.
Keywords: β-functionalized allyloxymethylphosphonates, Michael addition, 1,3-dipolar cycloaddition, Heck coupling, radical cyclisation, metathesis (RCM).