6436-35-7Relevant academic research and scientific papers
Semi-catalytic reduction of secondary amides to imines and aldehydes
Lee, Sun-Hwa,Nikonov, Georgii I.
supporting information, p. 8888 - 8893 (2014/06/09)
Secondary amides can be reduced by silane HSiMe2Ph into imines and aldehydes by a two-stage process involving prior conversion of amides into iminoyl chlorides followed by catalytic reduction mediated by the ruthenium complex [Cp(i-Pr3P)Ru(NCCH3)2]PF6 (1). Alkyl and aryl amides bearing halogen, ketone, and ester groups were converted with moderate to good yields under mild reaction conditions to the corresponding imines and aldehydes. This procedure does not work for substrates bearing the nitro-group and fails for heteroaromatic amides. In the case of cyano substituted amides, the cyano group is reduced to imine.
Solvent/oxidant-switchable synthesis of multisubstituted quinazolines and benzimidazoles via metal-free selective oxidative annulation of arylamidines
Lin, Jian-Ping,Zhang, Feng-Hua,Long, Ya-Qiu
supporting information, p. 2822 - 2825 (2014/06/23)
A fast and simple divergent synthesis of multisubstituted quinazolines and benzimidazoles was developed from readily available amidines, via iodine(III)-promoted oxidative C(sp3)-C(sp2) and C(sp 2)-N bond formation in nonpolar and polar solvents, respectively. Further selective synthesis of quinazolines in polar solvent was realized by TEMPO-catalyzed sp3C-H/sp2C-H direct coupling of the amidine with K2S2O8 as the oxidant. No metal, base, or other additives were needed.
METHOD FOR THE CATALYTIC REDUCTION OF ACID CHLORIDES AND IMIDOYL CHLORIDES
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Paragraph 0138; 0139, (2014/08/19)
The present application relates to methods for the catalytic reduction of acid chlorides and/or imidoyl chlorides. The methods comprise reacting the acid chloride or imidoyl chloride with a silane reducing agent in the presence of a catalyst such as [Cp(Pri3P)Ru(NCMe)2]+[PF6]?.
Sigmatropic isomerizations in 2-azaallyl systems. XIV. Prototropic and phosphorotropic rearrangements in the phosphorylation of N-benzylthen- and N-benzylfurimidoyl chlorides
Onys'ko,Kim,Kiseleva,Sinitsa
, p. 911 - 916 (2007/10/03)
Reaction of N-benzylthen- and N-benzylfurimidoylchlorides with alkoxy derivatives of univalent phosphorus is accompanied by an irreversible 1,3-prototropic rearrangement to form (phosphorylated benzalimines. The latter undergo a reversible phosphorotropic rearrangement in the azaallyl triad under thermolysis or with catalysis with boron trifluoride etherate. 2-Furyl derivatives prefer the phos phorotropic form with the heteryl and phosphorus-containing substituents attached to the same carbon atom of the C=N-C triad, while in 2-thienyl derivatives the tautomer with the heteryl and the phosphorus-containing substituents at different carbon atoms of the triad dominates.
