477202-13-4Relevant academic research and scientific papers
C-H Alkylation of Aldehydes by Merging TBADT Hydrogen Atom Transfer with Nickel Catalysis
Murugesan, Vetrivelan,Ganguly, Anirban,Karthika, Ardra,Rasappan, Ramesh
, p. 5389 - 5393 (2021/07/21)
Catalyst controlled site-selective C-H functionalization is a challenging but powerful tool in organic synthesis. Polarity-matched and sterically controlled hydrogen atom transfer (HAT) provides an excellent opportunity for site-selective functionalization. As such, the dual Ni/photoredox system was successfully employed to generate acyl radicals from aldehydes via selective formyl C-H activation and subsequently cross-coupled to generate ketones, a ubiquitous structural motif present in the vast majority of natural and bioactive molecules. However, only a handful of examples that are constrained to the use of aryl halides are developed. Given the wide availability of amines, we developed a cross-coupling reaction via C-N bond cleavage using the economic nickel and TBADT catalyst for the first time. A range of alkyl and aryl aldehydes were cross-coupled with benzylic and allylic pyridinium salts to afford ketones with a broad spectrum of functional group tolerance. High regioselectivity toward formyl C-H bonds even in the presence of α-methylene carbonyl or α-amino/oxy methylene was obtained.
Palladium-catalyzed mono-α-arylation of acetone with aryl imidazolylsulfonates
Ackermann, Lutz,Mehta, Vaibhav P.
supporting information; experimental part, p. 10230 - 10233 (2012/09/22)
Set the ace(tone): A palladium catalyst derived from the bidentate XantPhos ligand and Pd(OAc)2 has enabled broadly applicable mono-α-arylations of acetone to be performed with air- and moisture-stable aryl imidazolylsulfonates as most user-friendly electrophiles (see scheme). Copyright
Aquapalladium complex: A stable and convenient catalyst for the intermolecular hydroamination of alkynes
Shimada, Tomohiro,Bajracharya, Gan B.,Yamamoto, Yoshinori
, p. 59 - 62 (2007/10/03)
The intermolecular hydroamination of alkynes proceeds very smoothly in the presence of a catalytic amount of the aquapalladium complex [Pd(dppe)(H 2O)2](TfO)2. This reaction most probably proceeds through the formation of an equilibrium between the hydroxopalladium and the amidopalladium complexes, and subsequent aminopalladation of alkynes. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
Palladium-catalyzed intermolecular hydroamination of alkynes: A dramatic rate-enhancement effect of o-aminophenol
Shimada, Tomohiro,Yamamoto, Yoshinori
, p. 12670 - 12671 (2007/10/05)
The hydroamination of alkynes using o-aminophenol proceeds in very high to good yields in the presence of Pd(NO3)2 catalyst. Remarkable rate enhancement with o-aminophenol is presumably due to the chelation effect of the ortho OH group to palladium. Copyright
2-[(substituted)-phenoxymethyl]quinolines
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, (2008/06/13)
Compounds having the formula: STR1 are selective antagonists of leukotrienes of D4 and inhibitors of the syntheses of LTA4, B4, C4, D4, E4, and F4. These compounds are useful as
