Synthesis of azaphosphacyclanes on the basis of reactions of α-aminoalkylphosphonates with bis(chloromethyl)isocyanatophosphinate

Full text of DOI:10.1080/10426500213368

Phosphorus, Sulfur, and Silicon and the Related Elements
ISSN: 1042-6507 (Print) 1563-5325 (Online) Journal homepage: http://www.tandfonline.com/loi/gpss20
Synthesis of Azaphosphacyclanes on the Basis
of Reactions of α-Aminoalkylphosphonates with
Bis(chloromethyl)isocyanatophosphinate
Rafael Cherkasov , Natalia Khailova , Alfia Schaimardanova , Gulchira
Saakian , Mikhael Pudovik & Arkady Pudovik
To cite this article: Rafael Cherkasov , Natalia Khailova , Alfia Schaimardanova ,
Gulchira Saakian , Mikhael Pudovik & Arkady Pudovik (2002) Synthesis of
Azaphosphacyclanes on the Basis of Reactions of α-Aminoalkylphosphonates with
Bis(chloromethyl)isocyanatophosphinate, Phosphorus, Sulfur, and Silicon and the Related
Elements, 177:8-9, 2127-2127, DOI: 10.1080/10426500213368
To link to this article: http://dx.doi.org/10.1080/10426500213368
Published online: 27 Oct 2010.
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Date: 18 June 2016, At: 07:02

Phosphorus, Sulfur and Silicon, 2002, Vol. 177:2127
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DOI: 10.1080/10426500290094864
SYNTHESIS OF AZAPHOSPHACYCLANES ON
THE BASIS OF REACTIONS OF
-AMINOALKYLPHOSPHONATES WITH
BIS(CHLOROMETHYL)ISOCYANATOPHOSPHINATE
Rafael Cherkasov,a Natalia Khailova,b
Alfia Schaimardanova,b Gulchira Saakian,b
Mikhael Pudovik,b and Arkady Pudovikb
Kazan State University, Russiaa and Russian Academy
of Sciences, Russiab
(Received July 29, 2001; accepted December 25, 2001)
Phosphorylated ureas 3, obtained as the result of addition of amino-
alkylphosphonates 1 to bis(chloromethyl)isocyanatophosphinate 2 may
be cyclized in two ways: a) with the elimination of phenol molecule
and formation of diazaphospholidine 4; the latter under the action of
phenol molecule is converted into diazaphospholidine 5; and b) in the
presence of a base intramolecular alkylation of oxygen(sulfur) atoms
of (thio)carbonyl fragmen by chloromethyl group takes place with the
formation of 1,3,4-(thiaza)oxazaphosphol-2-ines 6.
SCHEME 1
This work was supported by Russian Foundation for Basic Research (grant N 00-03-
32837).
Address correspondence to Rafael Cherkasov, Department of Chemistry, Kazan State
University, Kazan, 420008, Russia. E-mail: rafael.cherkasov@ksu.ru
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