3-Nitro-2H-chromenes in [3+2] cycloaddition reaction with azomethine ylides derived from N-unsubstituted α-amino acids and isatins: regio- and stereoselective synthesis of spirochromeno[3,4-c]pyrrolidines

A regio- and stereoselective method was developed for the synthesis of tetrahydro-4 H -spiro[chromeno[3,4- c ]pyrrole-1,3'-indolin]-2'-ones in 72−96% yields, using a three-component reaction of 3-nitro-2-trifluoromethyl- and 3-nitro-2-phenyl-2 H -chromenes with azomethine ylides that were...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2019-06, Vol.55 (6), p.529-540
Hauptverfasser: Kutyashev, Igor B., Barkov, Alexey Yu, Korotaev, Vladislav Yu, Sosnovskikh, Vyacheslav Ya
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Sprache:eng
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Zusammenfassung:A regio- and stereoselective method was developed for the synthesis of tetrahydro-4 H -spiro[chromeno[3,4- c ]pyrrole-1,3'-indolin]-2'-ones in 72−96% yields, using a three-component reaction of 3-nitro-2-trifluoromethyl- and 3-nitro-2-phenyl-2 H -chromenes with azomethine ylides that were generated in situ from N -unsubstituted α-amino acids and isatins.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-019-02490-w