Journal ArticleDOI
Cycloexpansion Reactions in Benzo[e]-1,3,2-diheterophosphorin-4-ones and 4-Oxo-1,3,2-dioxaphospholanes
Vladimir F. Mironov,Liliya M. Burnaeva,G. A. Ivkova,L. M. Abdrakhmanova,Mudaris N. Dimukhametov,I. V. Konovalova +5 more
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TLDR
In this article, a review of the reactions of 2-R-benzo[d]-1,3,2-dioxaphosphorin-4-ones with unsaturated compounds is presented.Abstract:
The peculiarities of the reactions of 2-R-benzo[d]-1,3,2-dioxaphosphorin-4-ones, 2-R-naphtho[d]-1,3,2-dioxaphosphorin-4-ones, 2-R-8-azabenzo[e]-1,3,2-dioxaphosphorin-4-ones, and 2-R-1,3,2-dioxaphospholan-4-ones with unsaturated compounds are summarized in the review. The reactions proceed in the mild conditions and lead to the formation of the seven- and six-membered heterocycles 1,3,2-dioxa-, 1,3,2-oxaza-, 1,4,2-dioxa-, and 1,4,2-oxazaphosphepines and 1,3,2- and 1,4,2-dioxaphosphorinanes with a high regio- and stereoselectivity. The hydrolysis and thermolysis of the some benzophosphepine derivatives leads to the substituted fluorinated ketones and various nonphosphorus heterocycles.read more
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Book ChapterDOI
Six-Membered Rings With Two or More Heteroatoms With at Least One Phosphorus
TL;DR: In this paper , the synthesis of six-membered rings containing trivalent or pentavalent phosphorus atoms is reviewed in the context of transition metal assisted catalysis, and the results show that these rings possess chirality if phosphorus is unsymmetrically substituted, whereas fully unsaturated rings are planar and display aromatic character.
Journal ArticleDOI
The Reaction of 2-Ethoxy-3-Phenylbenzo[D]-1,3, 2-Oxazaphosphorin-6-One with α-Ketocarboxylic Acid Esters: Synthesis of Benzo[d]-1,3,2-Oxazaphosphepine Derivatives
TL;DR: The reactions of 2-ethoxy-3-phenylbenzo[d]-1,3,2-oxazaphosphorin-6-one with R-carbonylcarboxylic acids ethyl esters (R = CF3, Ph, and Me) lead to the formation of seven-membered heterocycles.
Journal ArticleDOI
Formation of the P–C and C–C bonds in the Reaction of 2-(5-Methyl-2-phenyl-2H-1,2,3-diazaphosphol-4-yl)-4H-benzo[e]-1,3,2-dioxaphosphorin-4-one with Dimethyl Acetylenedicarboxylate under Mild Conditions
TL;DR: In this paper, the formation of the P-C and C-C bonds takes place during the process of simultaneous formation of P and C -C bonds, and 2.5-methyl-2-phenyl-2H-1,2,3-diazaphosphorin-4-one reacts under mild conditions with dimethyl acetylenedicarboxylate with the participation by only threecoordinated phosphorus atom.
References
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Journal ArticleDOI
Rapid and efficient synthesis of nucleoside 5'-0-(1-thiotriphosphates), 5'-triphosphates and 2',3'-cyclophosphorothioates using 2-chloro-4H-1,3,2-benzodioxaphosphorin-4-one
Janos Ludwig,Fritz Eckstein +1 more
Journal ArticleDOI
A Convenient and General Approach to the Synthesis of Properly Protected d‐Nucleoside‐3′‐hydrogenphosphonates via Phosphite Intermediates.
TL;DR: In this paper, the monofunctional phosphitylating reagents bis(N,N-di-ethylamino)chlorophosphine and salicyl chloride are used for the preparation of 5′-0,n-protected d-nucleoside-3′-hydrogenphosphonates.
Journal ArticleDOI
The preparation and application of functionalised synthetic oligonucleotides: III. Use of H-phosphonate derivatives of protected amino-hexanol and mercapto-propanol or-hexanol
N.D. Sinha,Ronald M. Cook +1 more
TL;DR: Following deprotection and purification, fluorescent dyes, biotin derivatives and poly-L-lysine-maleimide were separately attached to the functionalised oligonucleotides to produce amino or thio-linked oligon nucleotides.
Journal ArticleDOI
Synthesis of nucleoside 5'-O-(1,3-dithiotriphosphates) and 5'-O-(1,1-dithiotriphosphates)
Janos Ludwig,Fritz Eckstein +1 more
TL;DR: In this article, an alternative route to nucleoside 5'-O-(1,3-dithiotriphosphates) was proposed, which consists of reacting a 5'O'-O(1-thiocyclotriphophosphate) with Li 2 S. This reaction, when performed in pyridine/dioxane, leads to a mixture of the nucleosides 5' O-(1 3dithio-phosphate)-5'O-( 1,1dithioxane)-1,1-ditherapy
Journal ArticleDOI
Chemie der Phosphorfluoride, VII. Synthese und Koordinationschemie der Fluorophosphite
TL;DR: In this article, a Reihe von Fluorophosphiten der Formel (RO)nPF3-n (R = einwertiger Kohlenwasserstoffrest; n = 1 oder 2) and F2POR′OPF2 (R′ = zweiwertiger klänger Kohlen wasser stoffrest) wurde durch Halogenaustausch aus den entsprechenden Chlorverbindungen gewonnen.
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