22749-43-5Relevant articles and documents
Cleavage of Aromatic C-O Bonds via Intramolecular SNAr Reaction and Preparation of P, C, Axial-Stereogenic Menthyl Phosphine Derivatives
Li, Qiang,Wang, Xiao-Ning,Yan, Bing-Xia,Ye, Jing-Jing,Zhang, Yu,Zhao, Chang-Qiu,Zheng, Hong-Xing
, p. 7947 - 7951 (2020)
Phosphine ligands with up to six chiral sites were prepared, starting from 2-phenylphenol, via O- and P-alkylation, cyclization, and coupling. The chirality was transferred from (L)-menthyl to phosphorus, α-carbon, and axis, to achieve excellent diastereoselectivities. During an intramolecular SNAr reaction with alkoxyl as the leaving groups, the C-O bond was converted to a C-C bond. Both phosphine boranes and oxides could be used for the conversions, affording a series of cyclic phosphines.
Practical synthesis of 6-chloro-dibenzo[c.e][1,2]oxaphosphorine
Abranyi-Balogh, Peter,Keglevich, Gyoergy
, p. 1421 - 1426 (2011)
The title P-heterocycle 3, a versatile intermediate in synthesis, was prepared by two independent methods. The first involves an environmentally friendly version of an old protocol starting from 2-phenylphenol (1) and phosphorus trichloride. Their interaction could be accomplished at 50C under solventless conditions. Cyclization of the intermediate (2) so obtained could be realized best under microwave conditions at 150C in the presence of ZnCl2. This method offers advantages over the traditional ones. According to another approach, the chloro-dibenzooxaphosphorine (3) was obtained by the novel reaction of 6H-dibenzo[c.e][1,2]oxaphosphorine-6-oxide (4) with phosphorus trichloride in boiling chloroform. Efficiency of the syntheses was demonstrated by converting the crude product 3 to a more stable phosphonic amide (6) that was stable enough to be isolated.
One-pot synthesis of new 6-(alkylamine)dibenzo[c,e][1,2]oxaphosphinine-6-oxides
ávila-Zárraga, José Gustavo,Pérez, Ignacio,Beristain, Erick,Gavilan, Irma,Romero, Moises
, p. 364 - 367 (2017/02/10)
Several new 6-(alkylamine)-6H-dibenz[c,e][1,2]oxaphosphinine-6-oxides were prepared through a one-pot reaction, starting with 2-phenylphenol, phosphorus trichloride, and a Zn catalyst, to form 6-chloro-6H-dibenz[c,e][1,2]oxaphosphine. The alkylamine derivatives were subsequently prepared through a nucleophilic substitution reaction involving aliphatic amines and H2O2oxidation under soft conditions. This method has the advantages that it is a one-pot synthesis, does not require an inert atmosphere, and involves in situ catalyst formation.
Method for synthesizing 9, 10-dihydro-9-oxygen-10-phosphaphenanthrene-10-oxide
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Paragraph 0015; 0029; 0038; 0047; 0052; 0055-0056, (2018/02/04)
The invention discloses a method for synthesizing 9, 10-dihydro-9-oxygen-10-phosphaphenanthrene-10-oxide. The method includes adding phosphorus trichloride into excessive o-phenylphenol drop by drop and carrying out esterification reaction to obtain phosphorous acid tri-orthophthalic phenyl ester; adding ZnCl2 catalysts into the phosphorous acid tri-orthophthalic phenyl ester, adding phosphorus trichloride into the phosphorous acid tri-orthophthalic phenyl ester drop by drop and carrying out acylation reaction to obtain 6-chlorine-(6 hydrogen)-dibenzo-(c, e)-oxygen phosphorus heterocyclic hexa-rings; sequentially carrying out hydrolysis reaction and cyclization reaction on the 6-chlorine-(6 hydrogen)-dibenzo-(c, e)-oxygen phosphorus heterocyclic hexa-rings to obtain the 9, 10-dihydro-9-oxygen-10-phosphaphenanthrene-10-oxide. The method has the advantages that the o-phenylphenol can be prevented from being volatilized or oxidized at high temperatures, the method is high in reaction speed and suitable for industrial production, and target products are high in yield and purity.