61955-86-0Relevant articles and documents
REACTIONS OF α-DIAZO KETONES. IV. S-5 PARTICIPATION AND β-ELIMINATION IN THE ACETOLYSIS OF 4-ARYLTHIO- AND 4-ARALKYLTHIO-1-DIAZO-2-BUTANONES
Rosnati, Vittorio,Saba, Antonio
, p. 211 - 214 (2007/10/02)
The acetolyses of α-diazo ketones 2a-d, bearing a thioether group on the β'-carbon have been studied in neat AcOH and in the presence of acetate.All these reactions lead to products arising from the 1,4-shift of the thioether group, normal substitution being only a secondary pathway, particularly in the case of 2d, which almost exclusively undergoes fragmentation to benzhydryl acetate and 3-oxotetrahydrothiophene.The mechanisms involved are discussed.