4.3 Article

A high regioselective synthesis of novel dispiro[oxindole-cyclohexanone]pyrrolidines

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SYNTHETIC COMMUNICATIONS
卷 33, 期 3, 页码 421-426

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TAYLOR & FRANCIS INC
DOI: 10.1081/SCC-120015772

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dipolar cycloaddition; oxindole; pyrrolidine; cyclohexanone

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A simple and efficient synthesis of title compounds has been accomplished by regioselective 1,3-dipolar cycloaddition reaction of azomethine ylide generated by the decarboxylative condensation of isatin and sarcosine with (E)-2-arylidene-1-cyclohexanones. The regio and stereochemistry of products were determined by spectroscopic techniques. The synthesis proceeds in good yield to afford a series of novel dispiro[oxindole-cyclohexanone]pyrrolidines, 1-N-methyl-spiro[2.3(1)]oxindole-spiro[3.2(11)]1(11)-cyclohexanone-4-aryl-pyrrolidines.

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