Hypervalent Iodine Oxidation of Flavanones: A New Synthesis of Methyl 2-Aryl-2,3-dihydrobenzofuran-3-carboxylates by 1,2-Aryl Shift

• Om Prakash

  Department of Chemistry, Kurukshetra UniversityKurukshetra-132119, Haryana , India

• Madan P Tanwar

  Department of Chemistry, Kurukshetra UniversityKurukshetra-132119, Haryana , India

抄録

Flavanones (1), on oxidation with (diacetoxyiodo)benzene-sulfuric acid (DIB–H2SO4) or (hydroxy)tosyloxy)iodo)benzene (HTIB) in trimethyl orthoformate, undergo facile ring contraction by 1,2-aryl shift, thereby yielding methyl 2-aryl-2,3-dihydrobenzofuran-3-carboxylates (4) as major products (40—80%). cis-3-Methoxyflavanones (5) and flavones (3) are the minor products formed in variable ratios.

収録刊行物

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 68 (4), 1168-1171, 1995-04-01

  Oxford University Press (OUP)

キーワード

• General Chemistry

詳細情報

• CRID: 1360565169057552384
• NII論文ID: 10008888874
• NII書誌ID: AA00580132
• DOI: 10.1246/bcsj.68.1168
• ISSN: 13480634
• ISSN: 00092673
• Web Site: https://academic.oup.com/bcsj/article-pdf/68/4/1168/56191477/bcsj.68.1168.pdf
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