Regioselective bromination of aryl ureas with Phenyliodine(III) diacetate and potassium bromide
An efficient regioselective and operationally simple urea bromination method utilizing PIDA and potassium bromide is reported. This protocol proved to be effective on a broad range of substituted ureas in acetone at room temperature, forming the p-brominated compounds in 44–86% yields.
Rhodium(iii)-catalysed aerobic synthesis of highly functionalized indoles from N-arylurea under mild conditions through C-H activation
A Rh(iii) catalysed amino arylation of alkynes using copper as the terminal oxidant for regeneration of the catalytically active species under aerobic conditions is described. This novel C-H activation reaction was applied to the synthesis of a wide range of substituted indoles from N-arylureas.
Kathiravan, Subban,Nicholls, Ian A.
supporting information
p. 14964 - 14967
(2014/12/11)
Carbonylation of doubly lithiated N′-aryl-N,N-dimethylureas: A novel approach to isatins via intramolecular trapping of acyllithiums
Lithiation of N′-(2-bromoaryl)-N,N-dimethylureas with methyllithium and tert-butyllithium under nitrogen in anhydrous THF at 0°C gave doubly lithiated arylurea derivatives, which react with carbon monoxide at 0°C to give isatins in good yields. The scope of the reaction has been demonstrated by application to the synthesis of isatin itself and four substituted isatins beating alkyl, chloro or fluoro groups.
Smith, Keith,El-Hiti, Gamal A.,Hawes, Anthony C.
p. 2047 - 2052
(2007/10/03)
Synthesis of 2-substituted-benzothiazoles by palladium-catalyzed intramolecular cyclization of o-bromophenylthioureas and o-bromophenylthioamides
2-Amino-, and 2-alkyl-benzothiazoles have been efficiently prepared by palladium catalyzed cyclization of o-bromophenylthioureas and o-bromophenylthiamides. Results were best with the Pd2(dba)3/monophosphine catalytic system.