83248-37-7Relevant academic research and scientific papers
Microwave-assisted periselective annulation of triarylphosphenes with aldehydes and ketones
Du, Changle,Fu, Xingyang,Fu, Zhicheng,Luo, Yun,Xu, Jiaxi
, p. 9526 - 9537 (2020/12/15)
The reaction of diazo(aryl)methyl(diaryl)phosphine oxides with aldehydes and ketones generates benzo-δ-phosphinolactones in low to good yields with 1,1-diarylalk-1-enes as byproducts under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo a Wolff rearrangement to form diaryl(aryl)phosphenes, which further react with aldehydes and ketones to afford benzo-δ-phosphinolactones and β-phosphinolactones. The latter are unstable under heating and fragment into the corresponding 1,1-diarylalk-1-enes and arylphosphine dioxides under reaction conditions. The arylphosphine dioxides become arylphosphonic acids during workup. The periselectivity in the annulation shows that the reaction of diaryl(aryl)phosphenes with most aldehydes and ketones favors phosphene phenyl participation in (4 + 2) annulation(2 + 2) annulation. This journal is
Electron transfer-induced coupling of haloarenes to styrenes and 1,1-diphenylethenes triggered by diketopiperazines and potassium tert-butoxide
Doni, Eswararao,Zhou, Shengze,Murphy, John A.
, p. 1755 - 1774 (2015/02/05)
The coupling of haloarenes to styrenes and 1,1-diarylethenes has been achieved with potassium tert-butoxide in the presence of N,N'-dialkyldiketopiperazines. In contrast to previously reported reactions where phenanthroline has been used to mediate the reactions, the use of diketopiperazines can lead to either 1,1,2-triarylethenes or 1,1,2-triarylethanes, depending on the conditions used.
Direct arylation of alkenes with aryl iodides/bromides through an organocatalytic radical process
Sun, Chang-Liang,Gu, Yi-Fan,Wang, Bin,Shi, Zhang-Jie
supporting information; experimental part, p. 10844 - 10847 (2011/10/31)
A radical addition: A KOtBu-complex-promoted radical arylation of polysubstituted alkenes with aryl iodides/bromides proceeds in high efficiency (see scheme). Benzofuran derivatives are also produced starting from readily available allyl 2-iodophenyl ethers. Copyright
Structural optimization of enantiopure 2-cyclialkylamino-2-aryl-1,1- diphenylethanols as catalytic ligands for enantioselective additions to aldehydes
Rodriguez-Escrich, Sergi,Reddy, Katamreddy Subba,Jimeno, Ciril,Colet, Gisela,Rodriguez-Escrich, Carles,Sola, Lluis,Vidal-Ferran, Anton,Pericas, Miquel A.
, p. 5340 - 5353 (2008/12/20)
(Chemical Equation Presented) The structural optimization of a family of modular, enantiopure β-amino alcohol ligands with a common 2-amino-2-aryl-1,1-diphenylethanol skeleton, whose stereogenicity was introduced through the Jacobsen epoxidation of 1,1-diphenyl-2-arylethylenes, has led to the identification of a small set of optimal catalysts with enhanced activity and enantioselectivity in the addition of alkylzinc and arylzinc reagents to aldehydes. Criteria for the discrimination between apparently analogous, highly enantioselective ligands are proposed.
Vinylation of Aromatic Substrates with Solvolytically Generated Trisubstituted Vinyl Cations
Kitamura, Tsugio,Kobayashi, Shinjiro,Taniguchi, Hiroshi,Rappoport, Zvi
, p. 5003 - 5009 (2007/10/02)
Vinylation of aromatic compounds by α-aryl-β,β-disubstituted vinyl bromides (3a-i) in the presence of silver salts and 2,6-lutidine or 2,6-di-tert-butyl-4-methylpyridine proceed with high yields.The silver triflate assisted reaction is preferable to the silver tetrafluoroborate assisted reaction.The reaction of 1-anisyl-2,2-diphenylvinyl bromide gives a ρ+ value of -4.08 and high intramolecular selectivity with ko/kp ratios of 6.2-78.It is suggested that the reaction proceeds via intermediate α-arylvinyl cations and that the inter- and intramolecular selectivities are determined in the same transition state.
