Reusable resin Amberlyst 15 catalyzed new convenient protocol for accessing arylated benzene scaffolds
摘要:
Polyarylated benzene derivatives are useful molecular entities in chemical and material sciences owing to their unique photophysical properties associated with them. In this Letter, we report that 2-acetyl-benzofuran in the presence of Amberlyst 15 at reflux temperature furnished a mixture of dimer, trimer. and tetramer with interesting conformational properties. The protocol was generalized to prepare diverse arylated benzene scaffolds in good yields under similar reaction conditions. (C) 2009 Elsevier Ltd. All rights reserved.
There is disclosed a method of preparing a branched benzofuran compound comprising a core moiety which contains at least one aromatic ring and which has at least three substituted or unsubstituted benzofuran groups covalently linked thereto. The method comprises the steps of
(i) forming an intermediate ethynylene compound in which at least three benzene rings are each linked to the core moiety via an ethynylene bond, and where each benzene ring is substituted at the ortho position (relative to the position of the ethynylene bond) by a blocked carbonyloxy group,
(ii) deblocking the carbonyloxy groups, and
(iii) effecting ring closure by reaction between the deblocked carbonyloxy groups and the adjacent ethynylene bonds to form the furan rings of the benzofuran groups, whereby to produce the branched benzofuran compound.
Reusable resin Amberlyst 15 catalyzed new convenient protocol for accessing arylated benzene scaffolds
作者:Amit Kumar、Manish Dixit、Salil P. Singh、Resmi Raghunandan、Prakas R. Maulik、Atul Goel
DOI:10.1016/j.tetlet.2009.05.029
日期:2009.7
Polyarylated benzene derivatives are useful molecular entities in chemical and material sciences owing to their unique photophysical properties associated with them. In this Letter, we report that 2-acetyl-benzofuran in the presence of Amberlyst 15 at reflux temperature furnished a mixture of dimer, trimer. and tetramer with interesting conformational properties. The protocol was generalized to prepare diverse arylated benzene scaffolds in good yields under similar reaction conditions. (C) 2009 Elsevier Ltd. All rights reserved.