13689-20-8Relevant articles and documents
REACTIONS OF CYCLOALKYL CHLORIDES AND BROMIDES WITH DIPHENYLPHOSPHIDE IONS IN LIQUID AMMONIA
Nazareno, Monica A.,Palacios, Sara M.,Rossi, Roberto A.
, p. 421 - 426 (1993)
The reactions of cycloalkyl (butyl, pentyl, hexyl and heptyl) chlorides and bromides with diphenylphosphide ions were studied in liquid ammonia.Cyclobutyl chloride was unreactive, whereas the bromide reacted giving the substitution product cyclobutyldiphenylphosphine (isolated as the oxide) in good yields; this reaction was catalysed by light and partially inhibited by p-dinitrobenzene (p-DNB).Cyclopentyl, cyclohexyl and cycloheptyl chlorides did not react in the dark, but the substitution products were formed under irradiation, and these reactions were partially by p-DNB.The bromides reacted in the dark or under irradiation, and these reactions were inhibited by p-DNB.It can be then concluded that the reactivity of cycloalkyl halides depends on the ring size and the nucleofugal group.In addition, as the overall reactivity decreases, there is an increase in electron transfer reactions.
Davidson
, p. 3029 (1968)
PREPARATION OF DIPHENYLPHOSPHINE OXIDES BY DEOXYGENATION OF AN α-HYDROXYL GROUP WITH DIPHOSPHORUS TETRAIODIDE
Yamashita, Mitsuji,Tsunekawa, Kenji,Sugiura, Motoyuki,Oshikawa, Tatsuo,Inokawa, Saburo
, p. 1673 - 1674 (1983)
Deoxygenation of (1-hydroxyethyl)diphenylphosphine oxide derivatives was first achieved by a reaction with diphosphorus tetraiodide to give ethyldiphenylphosphine oxide derivatives.The reaction was also successful to prepare cyclohexyldiphenylphosphine oxide.
Synthesis method of compound with phosphine chirality and axial chirality
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Paragraph 0026-0028; 0035, (2021/12/07)
The invention relates to a synthesis method of a compound with phosphine chirality and axial chirality. The method comprises the following steps: in an organic solvent system, synthesizing by taking a diaryl phosphine oxide compound and diaryl alkyne as basic raw materials under the effect of an iridium catalyst, an oxidizing agent and a chiral amide ligand, and carrying out post-treatment on a reaction solution to obtain the compound with phosphine chirality and axial chirality. The diaryl phosphine oxide used in the reaction is simple and easy to synthesize, the universality of the substrate is better, the reaction operation is simple and convenient, and the efficiency is high. Synthesis of a ligand is relatively convenient, the ligand is combined with metal in the reaction, and the C-H bond on a benzene ring is selectively activated under the guidance of phosphine oxide of the substrate, so that the carbon-hydrogen bond activation arylation reaction among molecules is realized, and the compound with phosphine chirality and axial chirality is synthesized with medium or more yield and relatively high enantioselectivity. The obtained product can be used as a medical intermediate or a chiral ligand; and the trivalent phosphine obtained by further reducing the product can also be used as a chiral phosphine ligand.
Preparation method of alkyl phosphorylated substances
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Paragraph 0023, (2019/10/04)
The invention discloses a preparation method of alkyl phosphorylated substances. According to the invention, alkyl carboxylic acid is used as a starting material, and raw materials are easy to obtain and are various in types. Products prepared by the method disclosed by the invention are various in types and wide in application; and a part of the products can be prepared into important phosphorus ligands and drug key intermediates through simple reduction. In addition, use of high-toxicity phosphine reagents is avoided in the method, the reaction conditions are mild, operation is simple, the yield of the target product is high, pollution is small, and the reaction operation and post-treatment processes are simple, so that the method is suitable for industrial production.
