NMR spectroscopic study of some novel N,N-disubstituted phosphonoacetamides

Orelli, Liliana R.; Gruber, Nadia

doi:10.1016/j.molstruc.2008.12.070

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Synthesis Of Phosphonoacetamides1

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“…N,N-Disubstituted bromoacetamides were comparatively less reactive and required a slightly higher irradiation power to achieve complete conversion. Yields for compounds 1l-o, [26] p, [26,27] and q [27] were satisfactory and in all cases better than those reported in the literature synthesized with conventional heating.…”

Section: Synthesis Of Phosphonoacetamidessupporting

confidence: 45%

Microwave-Enhanced Synthesis of Phosphonoacetamides

Gruber

Mollo

Zani

et al. 2011

Synthetic Communications

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An efficient microwave protocol is described for the Michaelis-Arbuzov synthesis of secondary and tertiary N-aryl (and alkyl) (diethylphosphono)acetamides 1, by reaction of chloro-and bromoacetamides with triethyl phosphite in the presence of catalytic amounts of sodium iodide. Remarkable acceleration of the reaction (minutes vs. several hours) over conventional heating was achieved, together with improved product yields and purity, when bromoacetamides were employed as the substrates. Chloroacetamides were comparatively less reactive, leading to satisfactory yields only when a high excess of the reagent was employed.

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