18720-10-0Relevant articles and documents
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.
Metalation of o-methylanisole (o-MA); An optional-site selectivity reassessment
Slocum,Wang, Sophia,White, Christopher B.,Whitley, Paul E.
experimental part, p. 4939 - 4942 (2010/08/19)
'Deficiency catalysis' is the concept applied to metalation chemistry that increments of TMEDA or an equivalent or two of an ether activate alkyllithiums in hydrocarbon media. Amplification of this concept to conflicting reports of α- and ortho-metalation
