[Hydroxy(tosyloxy)iodo]benzene mediated alpha-azidation of ketones.
Reaction of various ketones with [hydroxy(tosyloxy)iodo]benzene (HTIB) followed by treatment of the alpha-tosyloxy ketones thus generated in situ with NaN3 offers a one-pot procedure for the synthesis of alpha-azido ketones. The HTIB used in this conversion may also be generated in situ by using iodosobenzene in combination with p-toluene-sulphonic acid.
Prakash
Om
O
Department of Chemistry, Kurukshetra University, Kurukshetra, Haryana, India. dromprakash50@rediffmail.com
Pannu
Kamaljeet
K
Prakash
Richa
R
Batra
Anita
A
D001386:Azides / Q000737:chemistry*; D001557:Benzenesulfonates / Q000737:chemistry; D007462:Iodobenzenes / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*
D001386:Azides; D001557:Benzenesulfonates; D007462:Iodobenzenes; D007659:Ketones; C029501:4-toluenesulfonic acid; C037276:iodosobenzene