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
Full Text: HTML
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 ...
Related Articles:
Aminobenzylation d'aldéhydes phosphoniques: préparation d'acides aminoalkylphosphoniques
[Fabre, Genevieve; Collignon, Noel; Savignac, Philippe Canadian Journal of Chemistry, 1981 , vol. 59, p. 2864 - 2869]
Amination réductrice d'aldéhydes phosphoniques: un réexamen
[Collignon, N.; Fabre, G.; Varlet, J. M.; Savignac, Ph. Phosphorus and Sulfur and the Related Elements, 1981 , vol. 10, p. 81 - 86]
[Bako, Peter; Novak, Tibor; Ludanyi, Krisztina; Pete, Bela; Toke, Laszlo; Keglevich, Gyoergy Tetrahedron Asymmetry, 1999 , vol. 10, # 12 p. 2373 - 2380]
Phosphonic acid and phosphinic acid tripeptides as inhibitors of glutathionylspermidine synthetase
[Verbruggen, Christophe; De Craecker, Sofie; Rajan, Padinchare; Jiao, Xian-Yun; Borloo, Marianne; Smith, Keith; Fairlamb, Alan H.; Haemers, Achiel Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 3 p. 253 - 258]
[Wasielewski, C.; Topolski, M.; Dembkowski, L. Journal fuer Praktische Chemie (Leipzig), 1989 , vol. 331, # 3 p. 507 - 510]