17206-29-0Relevant academic research and scientific papers
A New Redundant Rearrangement of Aromatic Ring Fused Cyclic α-Hydroxydithiane Derivatives. Synthesis of Aromatic Ring Fused Cyclic 1,2-Diketones with One-Carbon Ring Expansion
Ranu, Brindaban C.,Jana, Umasish
, p. 6380 - 6386 (1999)
A new reaction involving rearrangement of aromatic ring fused cyclic dithiane alcohol by N-chlorosuccinimide in CH2Cl2-H2O to the corresponding one-carbon ring expanded 1,2-diketone has been developed. A wide range of structurally varied dithiane alcohols have been found to undergo this rearrangement in high yields. The general criteria and reaction mechanism for this rearrangement have also been worked out.
Ring Contraction of 2-Chlorocyclohexanone with Grignard Reagents
Hori, Mikio,Kataoka, Tadashi,Shimizu, Hiroshi,Imai, Eiji,Iwamura, Tatsunori,Maeda, Kaori
, p. 3599 - 3605 (2007/10/02)
The reaction of 2-chlorocyclohexanone with phenylmagnesium bromide in refluxing tetrahydrofuran unexpectedly afforded the ring-contracted product, cyclopentyl phenyl ketone, as the main product in moderate yield.The reactivities of several cyclic 2-haloketones were examined.Keywords - 2-chlorocyclohexanone; Grignard reaction; ring contraction; cyclopentyl phenyl ketone; solvent effect; THF; conformational isomer
