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Beilstein J. Org. Chem. 2017, 13, 76–86, doi:10.3762/bjoc.13.10
Graphical Abstract
Scheme 1: Synthesis of starting N-benzylideneamines 1.
Scheme 2: Addition of diethyl phosphite to N-benzylidene(butyl)amine in acetonitrile.
Figure 1: IR spectra of the reaction components in acetonitrile solution.
Figure 2: A segment of the time-dependent IR spectrum for the addition of diethyl phosphite to N-benzylidene(...
Figure 3: Concentration profiles of the reaction components in the addition reaction at 80 °C in acetonitrile....
Figure 4: Atomic numbering with anisotropic displacements plot of 5b at −100 °C.
Figure 5: Atomic numbering with anisotropic displacements plot of 5d at −100 °C.
Figure 6: The energy diagram for the reaction with dimethyl phosphite.
Figure 7: The energy diagram for the reaction with diphenylphosphine oxide.
Beilstein J. Org. Chem. 2016, 12, 1493–1502, doi:10.3762/bjoc.12.146
Scheme 1: Proposed routes for the three-component condensation [7].
Scheme 2: Synthetic methods for (aminomethylene)bisphosphonates I.
Scheme 3: Synthetic methods for (aminomethylene)bisphosphonates II.
Scheme 4: Synthetic methods for (aminomethylene)bisphosphine oxides.
Scheme 5: Synthesis of alkylamino- and (phenylaminomethylene)bisphosphine oxides.
Scheme 6: Synthesis of (dialkylaminomethylene)bisphosphine oxides.
Scheme 7: Synthesis of tetramethyl (phenylaminomethylene)bisphosphonate.
Scheme 8: Synthesis of (dialkylaminomethylene)bisphosphonates.
Figure 1: Effect of the quantity of dimethyl phosphite (DMP) on the product composition (from Table 6, entries 1–5.)
Figure 2: GC–MS chromatogram for the condensation of aniline, triethyl orthoformate and 2 equivalents of dime...
Figure 3: 31P NMR spectrum for the condensation of aniline, triethyl orthoformate and 2 equivalents of dibuty...