Lewis acid-mediated Michaelis-Arbuzov reaction at room temperature: a facile preparation of arylmethyl/heteroarylmethyl phosphonates was written by Rajeshwaran, Ganesan Gobi;Nandakumar, Meganathan;Sureshbabu, Radhakrishnan;Mohanakrishnan, Arasambattu K.. And the article was included in Organic Letters in 2011.COA of Formula: C7H5BrFNO2 This article mentions the following:
A facile preparation of arylmethyl and heteroarylmethyl phosphonate esters was achieved involving a Lewis acid mediated Michaelis-Arbuzov reaction at room temperature Thus, reaction of 2-(bromomethyl)-3-R1-1-phenylsulfonyl-1H-indoles with P(OEt)3 in the presence of 20 mol% of ZnBr2 in CH2Cl2 at room temperature for 3-10 h or 3-R1-1-phenylsulfonyl-1H-indole-2-methanols in the presence of 1.1 equiv of ZnBr2 afforded di-Et 3-R1-1-phenylsulfonyl-1H-indol-2-ylmethylphosphonates (4a–g, R1 = SPh, Me, COMe, CO2Et, CN) with 70-85% yields. Chiral benzyl halides or alcs. gave racemic benzylphosphonates, evidencing an SN1 substitution mechanism. Interaction of arylmethyl halides/alcs. with tri-Et phosphite in the presence of Lewis acid at room temperature afforded phosphonate esters in good yields. In the experiment, the researchers used many compounds, for example, 1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0COA of Formula: C7H5BrFNO2).
1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.COA of Formula: C7H5BrFNO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary