Synthesis of Phenyl Ring Substituted 4-Aryl-3,4-Dihydrocoumarines

Asymmetric induction caused by 4-substituted oxazolidin-2-one type auxiliaries in reactions of N-cinnamoyloxazolidinones with phenylmagnesium bromide in the presence of CuBr×SMe2 catalyst were examined. Resulted 3,3-diarypropionic acid derivatives were converted into 6-hydroxy-4-phenyldihydrocoumarine via demethylation and subsequent pyrane ring closure. Hydroarylation of N-cinnamoyloxazolidinones with 1,3,5-trimethoxybenzene was performed affording 3,3-diarypropionic acid derivatives.

Synthesis Of 2-Benzoyl-3,4,5,6-Tetrasubstitutedbenzoic Acid From Tetrasubstituted Phthalic Anhydride Using Organometalics

The reactions of phenylcoppermagnesium and phenylmagnesium bromide reagents with perchlorophthalic anhydride were investigated. Along with 2-benzoyl-3,4,5,6- tetrachlorobenzoic acid, five other substituted products were isolated and their structure were determined by detailed spectroscopic studies. Journal of Bangladesh Chemical Society, Vol. 25(2), 186-193, 2012 DOI: http://dx.doi.org/10.3329/jbcs.v25i2.15085

Iron(III) Catalyzed Coupling of Aryl Halides: Synthesis of Terphenyl and Biphenyl Derivatives

Iron(III) mediated coupling of arylmagnesium halides with other aryl halides produced both homo- and cross-coupled products. The reaction of phenylmagnesium bromide with 1,4-dibromobenzene as well as with 4-chlorobromobenzene in presence of FeCl3 catalyst produced both cross-coupled p-terphenyl and homo-coupled biphenyl. Under the same condition only homo-coupled 4,4¢-dipropoxybiphenyl was obtained from 4-propoxyphenylmagnesium bromide. The coupling of 4-bromophenylmagnesium bromide with bromobenzene produced both homo- and cross-coupled biaryls.© 2013 JSR Publications. ISSN: 2070-0237 (Print); 2070-0245 (Online). All rights reserved.doi: http://dx.doi.org/10.3329/jsr.v5i1.12207 J. Sci. Res. 5 (1), 127-134 (2013)