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9. General procedure for the synthesis of phosphinoselenoic amides 8a–f. A mixture
of secondary phosphine selenide
1 or 2 (1.0 mmol) and Et3N (101 mg,
1.0 mmol) in CCl4 (4 ml) was stirred at 20–25 °C for 10 min. A solution of
amine 3–7 (1.0 mmol) in CCl4 (1 ml) was added, and the mixture was stirred at
20–25 °C for 50 min. The solvent was removed under reduced pressure, and
1,4-dioxane (3 ml) was added. The precipitated white solid (triethylammonium
chloride) was removed by filtration and the 1,4-dioxane evaporated under
vacuum. The residue obtained was washed with hot hexane (2 Â 3 ml), and the
hexane solution was allowed to stand for 12 h at 0–1 °C. The hexane layer was
filtered and evaporated under vacuum. The residue was dried in vacuo to give
amides 8a–f.
10. Malysheva, S. F.; Artem’ev, A. V.; Gusarova, N. K.; Klyba, L. V.; Tatarinova, A. A.;
Trofimov, B. A. Russ. J. Gen. Chem. Engl. Transl. 2010, 80, 1043.
11. General procedure for the synthesis of phosphinoselenoic diamides 13a–e.
A
mixture of secondary phosphine selenide 1 or 2 (1.0 mmol) and Et3N (101 mg,
1.0 mmol) in CCl4 (4 ml) was stirred at 20–25 °C for 10 min. A solution of
diamine 9–12 (0.5 mmol) in CCl4 (1 ml) was added, and the reaction mixture
stirred at 20–25 °C for 50 min. The solvent was removed under reduced
pressure, and 1,4-dioxane (3 ml) was added. The precipitated white solid
(triethylammonium chloride) was removed by filtration and the 1,4-dioxane
evaporated under vacuum. The crude product was washed with hot hexane
(3 Â 2 ml), and the hexane was removed by decanting. The residue was dried
under vacuo to give diamides 13a–e.