Epoxidation of 2‐Methyl‐3‐phenylbenzofurans with Dimethyldioxirane: A Novel Reversible Valence Isomerization between Labile Benzofuran Epoxides and Quinone Methides, their Rearrangement, Methanolysis, and Cycloaddition Chemistry | Zendy

Adam Waldemar | Zendy; Hadjiarapoglou Lazaros | Zendy; Peters Karl | Zendy; Sauter Markus | Zendy

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Epoxidation of 2‐Methyl‐3‐phenylbenzofurans with Dimethyldioxirane: A Novel Reversible Valence Isomerization between Labile Benzofuran Epoxides and Quinone Methides, their Rearrangement, Methanolysis, and Cycloaddition Chemistry

Author(s) -

Adam Waldemar,

Hadjiarapoglou Lazaros,

Peters Karl,

Sauter Markus

Publication year - 1993

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199307351

Subject(s) - isomerization , benzofuran , chemistry , dimethyldioxirane , cycloaddition , quinone , valence (chemistry) , photochemistry , epoxide , quinone methide , organic chemistry , medicinal chemistry , catalysis

That the labile benzofuran epoxides are difficult to observe is no longer surprising in view of the reversible valence isomerization between the benzofuran epoxides 2 and the quinone methides 3 described here. Compounds 2 and 3 were synthesized by epoxidation of 1 , and they show a wealth of reactions.

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