Synthesis of functionalized α-amino-phosphine oxides and -phosphonates by addition of amines and aminoesters to 4-phosphinyl- and 4-phosphonyl-1,2-diaza-1,3-butadienes |
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| Authors: | Francisco Palacios Domitila Aparicio Yago López Jesús M de los Santos |
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| Institution: | Departamento de Química Orgánica I, Facultad de Farmacia. Universidad del País Vasco, Apartado 450, 01080 Vitoria, Spain |
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| Abstract: | 1,2-Diaza-1,3-butadienes derived from phosphine oxides and phosphonates and with optically active substituents on N-1 and C-3 are obtained by 1,4-elimination from chlorohydrazonoalkyl-phosphine oxides and -phosphonates in the presence of bases. Michael addition (1,4-addition) of ammonia, aliphatic and aromatic amines and aminoesters to these azo-alkenes gives functionalized α-amino-phosphine oxides and -phosphonates. |
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| Keywords: | α-Amino-phosphine oxides α-Amino-phosphonates 4-Phosphinyl-1 2-diaza-1 3-butadienes 4-Phosphonyl-1 2-diaza-1 3-butadienes Hydrazones Michael addition |
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