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• W918647071 abstract "The challenging molecular architecture of spirooxindoles is appealing to chemists because it evokes novel synthetic strategies that address configurational demands and provides platforms for further reaction development. The [3+2] cycloaddition of the carbonyl ylide with arylideneoxindole via a five-membered cyclic transition state gave a novel class of dispirooxindole derivatives, namely tert -butyl 4′-(4-bromophenyl)-1′′-methyl-2,2′′-dioxo-5′-phenyl-4′,5′-dihydrodispiro[indoline-3,2′-furan-3′,3′′-indoline]-1-carboxylate, C 36 H 31 BrN 2 O, (I a ), 5′-(4-bromophenyl)-1,1′′-dimethyl-4′-phenyl-4′,5′-dihydrodispiro[indoline-3,2′-furan-3′,3′′-indoline]-2,2′′-dione, C 32 H 25 BrN 2 O 3 , (I b ), and tert -butyl 1′′-methyl-2,2′′-dioxo-4′-phenyl-5′-( p -tolyl)-4′,5′-dihydrodispiro[indoline-3,2′-furan-3′,3′′-indoline]-1-carboxylate, C 37 H 34 N 2 O 5 , (I c ). Crystal structure analyses of these dispirooxindoles revealed the formation of two diastereoisomers selectively and confirmed their relative stereochemistry ( SSSR and RRRS ). In all three structures, intramolecular C—H...O and π–π interactions between oxindole and dihydrofuran rings are the key factors governing the regio- and stereoselectivity, and in the absence of conventional hydrogen bonds, their crystal packings are strengthened by intermolecular C—H...π interactions." @default.
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• W918647071 date "2015-07-17" @default.
• W918647071 modified "2023-10-18" @default.
• W918647071 title "Three structures of dispirooxindole derivatives generated<i>in situ</i>through a three-component one-pot strategy with complete regio- and stereoselectivity" @default.
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• W918647071 doi "https://doi.org/10.1107/s2053229615013273" @default.
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