A New Method to Synthesize a-Aryl-p-Nitroethylphosphonates

Chem. J. Chinese Universities ›› 1989, Vol. 10 ›› Issue (4): 373.

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A New Method to Synthesize a-Aryl-p-Nitroethylphosphonates

Li Yugui¹, Wang Guohong¹, Zhang Diankun¹, Liu Tingyang¹, Miao Fangming², Liu Xiaolan², Cao Jinhong³, Guo Hangzhou³

1. Institute of Elemento-Organia Chemistry, Nankai University, Tianjin;
2. Department of Chemistry, Tianjin Normal University, Tianjin;
3. Academy of Military Medical Science, Beijing

Received:1987-12-24 Online:1989-04-24 Published:1989-04-24

Abstract

Abstract: This paper reports a one-pot reaction of the Arbuzov-Michael addition of acidic phosphites to α-aryl-β-nitroalkenes. The reaction was carried out smoothly with an excess of trimethylchlorosilane and acid-binding agents, giving high yields of addition products I_a-n. The structures of these compounds were characterized by elemental analysis, IR, ¹HNMR and MS. It was found that in these molecules the O,O-dialkyl groups on the phosphorus atom were unequivalent. This fact was also confirmed by the X-ray structure determination of one representative compound, I_j.

Key words: Phosphite, α-Aryl-β-nitroalkene, Trimethylchlorosilane, α-Aryl-β-nitroethylphosphonates

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Li Yugui, Wang Guohong, Zhang Diankun, Liu Tingyang, Miao Fangming, Liu Xiaolan, Cao Jinhong, Guo Hangzhou. A New Method to Synthesize a-Aryl-p-Nitroethylphosphonates[J]. Chem. J. Chinese Universities, 1989, 10(4): 373.

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A New Method to Synthesize a-Aryl-p-Nitroethylphosphonates

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