43139-94-2Relevant academic research and scientific papers
Organocatalyzed Reduction of Tertiary Phosphine Oxides
Schirmer, Marie-Luis,Jopp, Stefan,Holz, Jens,Spannenberg, Anke,Werner, Thomas
supporting information, p. 26 - 29 (2016/01/25)
A novel selective catalytic reduction method of tertiary phosphine oxides to the corresponding phosphines has been developed. Notably, the reaction proceeds smoothly with low catalyst loadings of 1-5 mol% even at low temperature (70 C). Under the optimized conditions various phosphine oxides could be selectively reduced and the desired phosphines were usually obtained in excellent yields above 90%. Furthermore, we have developed a one-pot reaction sequence for the preparation of valuable phosphinborane adducts. Simple addition of BH3THF subsequent to the reduction step gave the desired adducts in yields up to 99%.
Highly efficient reduction of tertiary phosphine oxides and sulfides with amine-assisted aluminum hydrides under mild conditions
Yang, Shuyan,Han, Xinxin,Luo, Minmin,Gao, Jing,Chu, Wenxiang,Ding, Yuqiang
, p. 1156 - 1160 (2015/06/30)
Reduction of tertiary phosphine oxides and sulfides into the corresponding phosphines with amine-assisted aluminum hydrides has been studied. The method is characterized by mild conditions, short reaction time, high efficiency, and expanded substrate scope. The new method is an alternative to the currently used methods of reducing phosphine oxides or recycling phosphines engaged in organic reactions.
Synthesis and reactivity of substituted alkoxymethylphosphonites and their derivatives
Prishchenko, Andrey A.,Livantsov, Mikhail V.,Novikova, Olga P.,Livantsova, Ludmila I.,Petrosyan, Valery S.
experimental part, p. 281 - 289 (2012/07/28)
Alkoxy-substituted methylphosphonites and their derivatives are prepared using an organomagnesium method of synthesizing the organophosphorus compounds and alkoxymethylation of various PH acids and their derivatives. Also, certain properties of these promising compounds as important precursors of new functionalized organophosphorue compounds with alkoxymethyl fragments are presented.
General and selective copper-catalyzed reduction of tertiary and secondary phosphine oxides: Convenient synthesis of phosphines
Li, Yuehui,Das, Shoubhik,Zhou, Shaolin,Junge, Kathrin,Beller, Matthias
scheme or table, p. 9727 - 9732 (2012/07/14)
Novel catalytic reductions of tertiary and secondary phosphine oxides to phosphines have been developed. Using tetramethyldisiloxane (TMDS) as a mild reducing agent in the presence of copper complexes, PO bonds are selectively reduced in the presence of other reducible functional groups (FGs) such as ketones, esters, and olefins. Based on this transformation, an efficient one pot reduction/phosphination domino sequence allows for the synthesis of a variety of functionalized aromatic and aliphatic phosphines in good yields.
Highly chemoselective metal-free reduction of phosphine oxides to phosphines
Li, Yuehui,Lu, Liang-Qiu,Das, Shoubhik,Pisiewicz, Sabine,Junge, Kathrin,Beller, Matthias
, p. 18325 - 18329 (2013/01/15)
Unprecedented chemoselective reductions of phosphine oxides to phosphines proceed smoothly in the presence of catalytic amounts of specific Br?nsted acids. By utilizing inexpensive silanes, e.g., PMHS or (EtO)2MeSiH, other reducible functional groups such as ketones, aldehydes, olefins, nitriles, and esters are well-tolerated under optimized conditions.
Reduction of phosphine oxides to phosphines with the InBr3/TMDS system
Pehlivan, Leyla,Métay, Estelle,Delbrayelle, Dominique,Mignani, Gérard,Lemaire, Marc
supporting information; experimental part, p. 3151 - 3155 (2012/05/31)
An efficient method for the reduction of phosphine oxide derivatives into their corresponding phosphines is described. The system InBr3/TMDS allows the reduction of different secondary and tertiary phosphine oxides as well as aliphatic and aromatic phosphine oxides.
1-diphenylphosphonio-1-methoxymethyllithium, a useful reagent for the synthesis of aldehydes from hindered ketones
Corey,Tius, Marcus A.
, p. 3535 - 3538 (2007/10/02)
A new reagent, 1-diphenylphosphonio-1-methoxymethyllithium, has been found to be highly effective for the transformation R2CO → R2CHCHO with sterically hindered, enolizable ketones.
