36646-79-4Relevant academic research and scientific papers
Cyclization of cyanoethylated ketones as a route to 6-substituted indole derivatives
Bergman, Jan,Stensland, Birgitta
, p. 1 - 10 (2014/02/14)
δ-Cyanoketones are quickly cyclized with KOtBu to 3-aminocyclohex-2-enone derivatives, which in turn will give substituted indoles when treated with oxalyl chloride. Thus, 3-amino-6,6-dimethylcyclohex-2-enone gave 3-chloro-6,6-dimethyl-2,5,6,7-tetrahydroindole-2,5-dione, whose structure was corroborated by X-ray crystallography, whereas the corresponding molecule without the blocking gem-dimethyl groups, 3-aminocyclohex-2-enone, gave via hydrogen shifts 6-chloro-3-hydroxyoxindole.
Synthesis of enaminones in aqueous media using catalytic dilute HCl
Cui, Bin,Wang, Rui-Hua,Chen, Li-Zhuang,Jin, Yan,Han, Guang-Fan
supporting information; experimental part, p. 1064 - 1070 (2011/04/26)
(Chemical Equation Presented) A green and convenient approach to the synthesis of β-enaminones from aromatic amines and 5-substituted-1,3- cyclohexanedione in the presence of dilute hydrochloric acid (30 mmol=L) as a catalyst in solvent-free media is described. This method provides several advantages such as environmental friendliness, low cost, good yields, and simple workup procedure. Copyright Taylor & Francis Group, LLC.
Partially saturated indeno[1,2-b]indole derivatives via deoxygenation of heterocyclic α-hydroxy-N,O-hemiaminals
Hemmerling, Hans-Joerg,Reiss, Guido
experimental part, p. 985 - 999 (2009/12/01)
A series of 3-aminocyclohex-2-enones were reacted with indane-1,2,3-trione monohydrate (ninhydrin) yielding 4b,9b-dihydroxyindeno[ 1,2-b]indoles that were deoxygenated to indeno[1,2-b]indoles. Georg Thieme Verlag Stuttgart.
