- Microwave-assisted periselective annulation of triarylphosphenes with aldehydes and ketones
-
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
- Du, Changle,Fu, Xingyang,Fu, Zhicheng,Luo, Yun,Xu, Jiaxi
-
p. 9526 - 9537
(2020/12/15)
-
- A visible-light-mediated oxidative C-N bond formation/aromatization cascade: Photocatalytic preparation of N-arylindoles
-
Just add light and air: Structurally diverse N-arylindoles can be prepared from readily prepared o-styryl anilines through visible-light photocatalysis. The reaction, which is conducted open to air, is mediated by [Ru(bpz) 3](PF6)2 (bpz=2,2'-bipyrazine) and involves both C-N bond formation and aromatization (see scheme). Using suitably substituted substrates, a 1,2-carbon shift can be also incorporated into this cascade reaction. Copyright
- Maity, Soumitra,Zheng, Nan
-
supporting information
p. 9562 - 9566
(2012/11/07)
-
- 1,7-Electrocyclisation and Carbene Reactions of o-Alkenylaryldiazoalkanes: The Effect of Alkene Configuration on the Mode of Reaction
-
The 1,7-8?-electron electrocyclisation of o-alkenylaryldiazoalkanes (1) to give 1H-2,3-benzodiazepines (3) takes place readily for substrates with a cis-hydrogen atom at the cyclisation site, but is blocked by phenyl or methyl groups at that position.Such
- Munro, David P.,Sharp, John T.
-
p. 849 - 858
(2007/10/02)
-