152065-67-3Relevant articles and documents
Thioamide-Directed Cobalt(III)-Catalyzed Selective Amidation of C(sp3)?H Bonds
Tan, Peng Wen,Mak, Adrian M.,Sullivan, Michael B.,Dixon, Darren J.,Seayad, Jayasree
, p. 16550 - 16554 (2017)
A mild, oxidant-free, and selective Cp*CoIII-catalyzed amidation of thioamides with robust dioxazolone amidating agents via C(sp3)?H bond activation to generate the desired amidated products is reported. The method is efficient and allows for the C?H amidation of a wide range of functionalized thioamides with aryl-, heteroaryl-, and alkyl-substituted dioxazolones under the Cp*CoIII-catalyzed conditions. The observed regioselectivity towards primary C(sp3)?H activation is supported by computational studies and the cyclometalation is proposed to proceed by means of an external carboxylate-assisted concerted metalation/deprotonation mechanism. The reported method is a rare example of the use of a directing group other than the commonly used pyridine and quinolone classes for Cp*CoIII-catalyzed C(sp3)?H functionalization and the first to exploit thioamides.
Photoinitiated carbonylation with [11C]carbon monoxide using amines and alkyl iodides
Itsenko, Oleksiy,Kihlberg, Tor,Langstroem, Bengt
, p. 4356 - 4360 (2004)
Photoinitiated radical carbonylation with [11C]carbon monoxide at low concentration was employed in syntheses of carbonyl-11C- labeled amides using alkyl iodides and amines as precursors. Eleven 11C-amides were synthesized
Ligand-Enabled Enantioselective Csp3 –H Activation of Tetrahydroquinolines and Saturated Aza-Heterocycles by RhI
Gre?ies, Steffen,Klauck, Felix J. R.,Kim, Ju Hyun,Daniliuc, Constantin G.,Glorius, Frank
supporting information, p. 9950 - 9954 (2018/08/01)
The first rhodium(I)-catalyzed enantioselective intermolecular C (Formula presented.) –H activation of various saturated aza-heterocycles including tetrahydroquinolines, piperidines, piperazines, azetidines, pyrrolidines, and azepanes is presented. The combination of a rhodium(I) precatalyst and a chiral monodentate phosphonite ligand is shown to be a powerful catalytic system to access a variety of important enantio-enriched heterocycles from simple starting materials. Notably, the C (Formula presented.) –H activation of tetrahydroquinolines is especially challenging due to the adjacent C (Formula presented.) ?H bond. This redox-neutral methodology provides a new synthetic route to α-N-arylated heterocycles with high chemoselectivity and enantioselectivity up to 97 % ee.
