INSERTION OF CARBENES INTO P—H BONDS. 5. SYNTHESIS OF NEW PHOSPHONATES AND PHOSPHINATES IN REACTIONS CATALYSED BY Cu,Pd,Rh,Ni COMPLEXES

Polozov, A. M.; Mustaphin, Albert H.; Khotinen, A. V.

doi:10.1080/10426509208034441

Cited by 15 publications

(2 citation statements)

References 12 publications

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“…Hydrophosphoryl compounds were reported to convert activated trichloromethyl group into dichloromethyl one. 9 In view of these data we first regarded the possibility of reduction of CCl 3 group with the participation of Cl 2 POH, that could be in principle generated from 3c,d. However, our attempts to execute reduction of trichloromethyl group of model 4,5-dimethyl-2-(trichloromethyl)pyridine 10 by reacting it with diethylphosphonate, (EtO) 2 P(O)H, under different conditions, failed.…”

Section: Resultsmentioning

confidence: 99%

Hetero-Diels-Alder reactions of N-phosphoryltrihaloacetimidoyl chlorides with 1,3-butadienes

Kolotylo¹,

Synytsya²,

Onys’ko³

2012

Arkivoc

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Hetero-Diels-Alder reactions of N-phosphoryltrihaloacetimidoyl chlorides with 1,3-butadienes led to new 2-chloro-2-trihalomethyl substituted tetrahydropyridine adducts. Cycloadducts with CF 3 group undergo thermal or acid catalyzed dehydrochlorination affording respective dihydropyridines and subsequent aromatization to form 2-trifluoromethylpyridines. Trichloromethyl analogs under similar conditions undergo aromatization accompanied by unusual reduction of CCl 3 group to form respective 2-dichloromethyl substituted pyridines.

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Section: Resultsmentioning

confidence: 99%

Hetero-Diels-Alder reactions of N-phosphoryltrihaloacetimidoyl chlorides with 1,3-butadienes

Kolotylo¹,

Synytsya²,

Onys’ko³

2012

Arkivoc

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“…[160][161][162][163] Nevertheless, the reaction of diazo compounds with (RO) 2 POH is also considered as one of a direct method for the C(sp 3 )-P bond formation. For example, Polozov and coworkers [164][165][166][167] Meanwhile, Pillicciari developed different method for the preparation of dialkyl alkoxymalonates 160-162 along with dimethyl malonate 163 from the reaction of dimethyl diazomalonate with TMP/copper(I)iodide catalyst in alcohol (ROH). The products were purified using the reverse trans-esterification by refluxing the crude product in an excess of methanol containing toluene--sulphonic acid (Scheme 71).…”

Section: Reactions With Diazo-and Azido Compoundsmentioning

confidence: 99%

Investigations of the Chemistry of Alkyl Phosphites Toward Nitrogen-Containing Compounds: Efficient Approaches to α-Amino-, β-Amino-, and/or Enaminophosphonates

Abdou

Barghash

Bekheit

2015

Synthetic Communications

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In this study, we report recent investigations of the chemical reactivity of alkyl phosphites mainly trialkyl and dialkyl phosphites with molecules containing different nitrogen-containing compounds reported by us and other research groups over the last twenty five years. Earlier leader important reports were also considered. The reviewed investigations in this article are customized, only according to the type of the nitrogenfunctional groups: [amines (primary, secondary, and tertiary amines), imines, amides, thioamides, nitriles, isocyanates, isothiocyanates, oximes, hydrazones, diazo, and azides]and not according to the site of attack or the final products. Furthermore, the present review article focuses on the synthesis of α-amino-, β-amino-and/or enaminophosphonates. These compounds occupy an important role in pharmaceutical chemistry.2 GRAPHICAL ABSTRACT:

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The Synthesis of Phosphonic and Phosphinic Acids and their Derivatives: Non‐Functionalized Acids

Edmundson¹

2009

Patai's Chemistry of Functional Groups

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Introduction The Formation of P  C ( sp 3 ) Bonds. Syntheses of Alkyl, Cycloalkyl and Aralkyl Phosphonic and Phosphinic Acids The Formation of P  C ( sp 2 ) Bonds. Syntheses of Alkenyl and Alkadienyl Phosphonic and Phosphinic Acids The Formation of P  C ( sp ) Bonds. Syntheses of Alkynyl Phosphonic and Phosphinic Acids The Formation of P  C (Aromatic) Bonds. Syntheses of Aryl Phosphonic and Phosphinic Acids Syntheses of Phosphonic and Phosphinic Acids by Modification Procedures

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INSERTION OF CARBENES INTO P—H BONDS. 5. SYNTHESIS OF NEW PHOSPHONATES AND PHOSPHINATES IN REACTIONS CATALYSED BY Cu,Pd,Rh,Ni COMPLEXES

Cited by 15 publications

References 12 publications

Hetero-Diels-Alder reactions of N-phosphoryltrihaloacetimidoyl chlorides with 1,3-butadienes

Hetero-Diels-Alder reactions of N-phosphoryltrihaloacetimidoyl chlorides with 1,3-butadienes

Investigations of the Chemistry of Alkyl Phosphites Toward Nitrogen-Containing Compounds: Efficient Approaches to α-Amino-, β-Amino-, and/or Enaminophosphonates

The Synthesis of Phosphonic and Phosphinic Acids and their Derivatives: Non‐Functionalized Acids

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