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Synthesis 2010(9): 1543-1549  
DOI: 10.1055/s-0029-1218681
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Hydrazinophosphonates and Hydrazinobisphosphonates: Novel Mitsunobu and Arbuzov-Type Multicomponent Application of the Morrison-Brunn-Huisgen Betaine

Abdolali Alizadeh*, Sadegh Rostamnia
Department of Chemistry, Tarbiat Modares University, PO Box 14115-175, Tehran, Iran
Fax: +98(21)88006544; e-Mail: aalizadeh@modares.ac.ir; e-Mail: abdol_alizad@yahoo.com;
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Publikationsverlauf

Received 18 December 2009
Publikationsdatum:
24. Februar 2010 (online)

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Abstract

A novel protocol for hydrazinophosphonate and hydrazinobisphosphonate synthesis by acylation, sulfonylation, and phosphorylation of the Morrison-Brunn-Huisgen zwitterion has been found. Interestingly, the reaction leads to hydrazinophosphonates via an Arbuzov-type multicomponent pathway.

Key words

trialkyl phosphites - diisopropyl azodicarboxylate - hydrazinobisphosphonates - hydrazinophosphonates - multicomponent reactions

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