1208500-35-9Relevant academic research and scientific papers
MPHT-Promoted bromocyclization of of ortho-substituted arylalkynes: Application to the synthesis of 2-substituted 3-bromobenzofurans and -benzo[b]thiophenes
Jacubert, Maud,Tikad, Abdellatif,Provot, Olivier,Hamze, Abdallah,Brion, Jean-Daniel,Alami, Mouad
experimental part, p. 4492 - 4500 (2010/10/02)
A convenient: and general approach to the synthesis of 2substituted 3-bromobenzofurans and -benzothiophenes was developed. The procedure is based, on the cyclization of orfho-substituted arylalkynes in the presence of N-methylpyrrolidin-2-one hydrotribromide (MPHT) as a soft and easy-tohandle electrophilic brominating reagent. Under mild reaction conditions, MPHT promoted the bromocyclization of various enynes and diynes as well as arylalkynes to give 2substituted 3-bromobenzofurans and -benzothiophenes in. high to excellent: yields. Subsequent: functionalization by palladium-catalyzed coupling reactions at the C-Br bond afforded general access to 2,3-disubstituted benzofurans and benzothiophenes of biological interest.
Iodine/Palladium approaches to the synthesis of polyheterocyclic compounds
Mehta, Saurabh,Larock, Richard C.
supporting information; experimental part, p. 1652 - 1658 (2010/05/01)
Chemical Equation Represented A simple, straightforward strategy for the synthesis of polyheterocyclic compounds (PHCs) is reported, which involves iterative cycles of palladium-catalyzed Sonogashira coupling, followed by iodocyclization using I2 or ICI. A variety of heterocyclic units, including benzofurans, benzothiophenes, indoles, and isocoumarins, can be efficiently incorporated under mild reaction conditions. In addition, variations of this strategy afford a variety of linked and fused PHCs.
