50366-70-6Relevant academic research and scientific papers
Reductive radical-initiated 1,2-C migration assisted by an azidyl group
Song, Jin-Na,Wang, Zikun,Zhang, Xueying,Zhang, Zhansong
, p. 7921 - 7926 (2020/08/19)
We report here a novel reductive radical-polar crossover reaction that is a reductive radical-initiated 1,2-C migration of 2-azido allyl alcohols enabled by an azidyl group. The reaction tolerates diverse migrating groups, such as alkyl, alkenyl, and aryl groups, allowing access to n+1 ring expansion of small to large rings. The possibility of directly using propargyl alcohols in one-pot is also described. Mechanistic studies indicated that an azidyl group is a good leaving group and provides a driving force for the 1,2-C migration. This journal is
SYNTHESIS OF β- AND γ-HYDROXY SULFONES BY REGIOSELECTIVE OPENING OF β,γ-EPOXY SULFONES
Najera, Carmen,Sansano, Jose Miguel
, p. 3993 - 4002 (2007/10/02)
β,γ-Epoxy sulfones 1 derived from allylic sulfones react regioselectively with organomagnesium compounds in the presence or not of catalytic amounts of copper(I) bromide to afford β-hydroxy sulfones 2 or γ-tosylated allylic alcoholates 5 respectively.The Michael type addition of Grignard reagents to intermediates 5 in the presence of catalytic amount of copper(I) bromide yields γ-hydroxy sulfones 6.The PCC oxidation of β- and γ-hydroxy sulfones give β- and γ-oxo sulfones 10 and 11 respectively.In the case of γ-oxo-sulfones their treatment with DBU affords α-substituted, α, β- unsaturated carbonyl compounds.
