Lewis acid-assisted dirhodium(II)-catalyzed ketone hydroacylation
The combination of a Rh(II) salt and a Lewisacid, Sc(OTf)3, as a highly active and robust cooperative catalyst system for ketone hydroacylation was developed. The catalyst system showed high turnover numbers (up to ca. 400) even under air, whereas the corresponding Rh(I)/Sc(OTf)3 system did not work well. The application of the Rh(II)/Sc system was also extended to hydroacylation of olefins and an enantioselective reaction.
Nucleophile- or light-induced synthesis of 3-substituted phthalides from 2-formylarylketones
The surprisingly facile conversion (isomerization) of 2-formyl-arylketones into 3-substituted phthalides, as observed for the marine natural product pestalone and its per-O-methylated derivative, was investigated using a series of simple 2-acylbenzaldehydes as substrates. The transformation generally proceeds smoothly in DMSO, either in a Cannizarro-Tishchenko-type reaction under nucleophile catalysis (NaCN) or under photochemical conditions (DMSO, 350 nm).
Synthesis and characterization of benzannelated thienyl oligomers
An array of 1,3-diarylbenzo[c]thiophenes have been synthesized by the ring-opening of lactones followed by thionation using Lawesson's reagent with concurrent intramolecular cyclization. Photophysical studies of the various benzo[c]thiophene analogues are presented. The results of a cyclic voltammetric investigation of the benzo[c]thiophenes are also reported.
Amaladass, Pitchamuthu,Clement, J. Arul,Mohanakrishnan, Arasambattu K.
experimental part
p. 3798 - 3810
(2009/04/07)
Synthesis of 1,3-diaryl benzo[c]thiophenes
An array of 1,3-diarylbenzo[c]thiophenes has been synthesized via the ring opening of lactones followed by thionation using Lawesson's reagent.
Mohanakrishnan, Arasambattu K.,Amaladass
p. 4225 - 4229
(2007/10/03)
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