Facile Ring-opening reactions of Phthalimides as a new strategy to synthesize amide-functionalized phosphonates, primary phosphines, and bisphosphines

H Gali, KR Prabhu, SR Karra…

Index: Gali, Hariprasad; Prabhu, Kandikere R.; Karra, Srinivasa R.; Katti, Kattesh V. Journal of Organic Chemistry, 2000 , vol. 65, # 3 p. 676 - 680

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Citation Number: 32

Abstract

The nucleophile-assisted ring-opening reaction of phthalimides 1 has been studied. The reaction of phthalimides 1 with 0.5 equiv of hydrazine produced the novel bisphosphonates 2 in near quantitative yields whereas with 10-fold excess of hydrazine, diethyl aminoalkylphosphonates 3 was formed in 75% yields. The reaction of phthalimide 1b with 3- (aminopropyl) phosphine resulted in a novel compound 4a containing a PIII hydride and a ...

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