133550-74-0Relevant articles and documents
In(III)-Catalyzed Direct Regioselective Syntheses of 1-Naphthaldehyde Derivatives via a Hidden Aldehyde 1,3-Translocation and Disjointed CO2Extrusion
Sultana, Sabera,González-Montiel, Gisela A.,Pradhan, Samjhana,Khanal, Hari Datta,Nale, Sagar D.,Cheong, Paul Ha-Yeon,Lee, Yong Rok
, p. 6467 - 6473 (2021)
A highly regioselective annulation of 3-formylchromones with alkynes in the presence of indium triflate leads to the direct construction of diverse 1-naphthaldehyde derivatives. This one-pot de novo protocol features an unusual aldehyde 1,3-translocation and disjointed CO2 extrusion. This methodology is effective for the construction of structurally diverse 1-naphthaldehydes bearing chiral moieties and polyaromatics. These naphthaldehydes can be further easily elaborated into a wide variety of functional groups. Density functional theory computations show that this In(III)-catalyzed reaction appears to proceed via a stepwise dearomative cyclization, lactonization, ring contraction, and, finally, extrusion of CO2. Most interestingly, the aldehyde translocation occurs not by the transposition of the aldehyde but rather by the skeletal rearrangement of the substrate arene.
Palladium-Catalyzed Regiospecific peri- And ortho-C-H Oxygenations of Polyaromatic Rings Mediated by Tunable Directing Groups
Hu, Lihong,Jiang, Jing,Lin, Yaoyu,Ma, Congzhe,Song, Wanbin,Yuan, Dandan,Zhang, Yinan
supporting information, p. 279 - 284 (2021/01/13)
An efficient divergent approach of Pd-catalyzed C-H oxygenation of polyaromatic rings is described. Reversible directing groups enable regiospecific peri- and ortho-oxygenation to readily access a wide array of polyaromatic phenols without pre- and postmanipulation of directing groups. The systematic mechanistic investigation, including deuterium-labeling experiments, palladacycle trapping, and DFT calculations, reveals that the tunable ligand-assisted C-H bond cleavage played a crucial role during the reaction process.
2-[(arylmethyl)amino]-2-methyl-1,3-propanediol DNA intercalators. An examination of the effects of aromatic ring variation on antitumor activity and DNA binding
Bair,Andrews,Tuttle,Knick,Cory,McKee
, p. 1983 - 1990 (2007/10/02)
The effects of variation of aromatic ring size, shape, and side-chain position on antitumor activity and DNA binding in a series of carbocyclic 2-[(arylmethyl)amino]-2-methyl-1,3-propanediols (AMAPs) were examined. In general, the interaction of AMAPs wit