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ChemInform Abstract: Structural Requirements for Decarbonylative α,α-Diarylation Reaction of 2-Methoxyalkanoic Acids in Phosphorus Pentoxide-Methanesulfonic Acid Mixture Yielding 1,1-Diarylalkane Homologues.

✍ Scribed by N. YONEZAWA; T. HINO; Y. TOKITA; K. MATSUDA; T. IKEDA


Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis


Structural Requirements for Decarbonylative α,α-Diarylation Reaction of 2-Methoxyalkanoic Acids in Phosphorus Pentoxide-Methanesulfonic Acid Mixture Yielding 1,1-Diarylalkane Homologues.

-It is found that the reaction behavior of the title method is primarily governed by the electron-withdrawing/releasing property of the α-substituents on the carboxylic acids as well as the positive species-accepting ability of the arenes. In several cases steric factors participate in determining the reaction feasibility. The 3-methoxy regioisomer of acid (Ib) gives with arene under the same conditions solely the expected Friedel-Crafts acylation product.