Rhodium(II)-catalyzed reaction of 1, 3-bis(diazo)indan-2-one with alcohols: Formation of unexpected 1, 1-dialkoxy ketones
作者:Shigeru Murata、Chiharu Kongou、Hideo Tomioka
DOI:10.1016/0040-4039(95)00069-o
日期:1995.2
The rhodium(II)-catalyzed decomposition of 1, 3-bis(diazo)indan-2-one (1) in boiling dichloromethane containing primary alcohols gave 1, 1-dialkoxyindan-2-ones (2) in good yields without any formation of 1, 3-dialkoxy derivatives.
Irradiation of 1,3-bis(diazo)indan-2-one (3) in an argonmatrix at 10K afforded the diazo ketene (7)via the photolabile diazo ketocarbene (5), and further irradiation caused the decomposition of the second diazo group to give strained carbonyl compounds as final photoproducts.