Diels–Alder Reaction of Ethyl 3‐Benzamido‐2‐oxo‐6‐(trifluoromethyl)‐2 H ‐pyran‐5‐carboxylate with Alkoxyalkenes as an Effective Approach to Trifluoromethyl‐Containing 3‐Aminobenzoic Acid Derivatives | Zendy

Kondratov Ivan S. | Zendy; Tolmachova Nataliya A. | Zendy; Dolovanyuk Violetta G. | Zendy; Gerus Igor I. | Zendy; Bergander Klaus | Zendy; Daniliuc ConstantinGabriel | Zendy; Haufe Günter | Zendy

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Diels–Alder Reaction of Ethyl 3‐Benzamido‐2‐oxo‐6‐(trifluoromethyl)‐2 H ‐pyran‐5‐carboxylate with Alkoxyalkenes as an Effective Approach to Trifluoromethyl‐Containing 3‐Aminobenzoic Acid Derivatives

Author(s) -

Kondratov Ivan S.,

Tolmachova Nataliya A.,

Dolovanyuk Violetta G.,

Gerus Igor I.,

Bergander Klaus,

Daniliuc ConstantinGabriel,

Haufe Günter

Publication year - 2014

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201301485

Subject(s) - trifluoromethyl , chemistry , pyran , ether , carboxylate , benzoates , medicinal chemistry , organic chemistry , diels–alder reaction , catalysis , alkyl

The Diels–Alder reactions of ethyl 3‐benzamido‐2‐oxo‐6‐(trifluoromethyl)‐2 H ‐pyran‐5‐carboxylate with ethyl vinyl ether, 2‐methoxypropene, and 1‐ethoxypropene were investigated. Under different reaction conditions, intermediate oxabicyclo[2.2.2]octenones, alkoxycyclohexadienes, or aromatic products [5‐benzamido‐2‐(trifluoromethyl)benzoates] were formed. The reaction is useful for the preparation of some hitherto unknown trifluoromethyl‐containing derivatives of 3‐aminobenzoic acid.

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