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Efficient Synthesis of Spiro[furan-3,3'-indoline] Derivatives via Reactions of Pyridinium Salts with Isatinylidene Acetoacetates

Efficient Synthesis of Spiro[furan-3,3'-indoline] Derivatives via Reactions of Pyridinium Salts with Isatinylidene Acetoacetates
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摘要 An efficient synthetic procedure for the functionalized spiro[furan-3,3'-indoline] derivatives was successfully developed by domino reactions of N-phenacylpyridinium bromides or N-ethoxycarbonylmethylenepyridinium bro- mide with isatinylidene acetoacetate in the presence of triethylamine in ethanol at room temperature. The mecha- nism included sequential Michael addition of the in situ generated pyridinium ylide and intramolecular substitution of enolate. An efficient synthetic procedure for the functionalized spiro[furan-3,3'-indoline] derivatives was successfully developed by domino reactions of N-phenacylpyridinium bromides or N-ethoxycarbonylmethylenepyridinium bro- mide with isatinylidene acetoacetate in the presence of triethylamine in ethanol at room temperature. The mecha- nism included sequential Michael addition of the in situ generated pyridinium ylide and intramolecular substitution of enolate.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2013年第8期1054-1058,共5页 中国化学(英文版)
关键词 spiro compound spiro[furan-3 3'-indoline] pyrdinium ylide DIHYDROFURAN Michael addition dominoreaction spiro compound, spiro[furan-3,3'-indoline], pyrdinium ylide, dihydrofuran, Michael addition, dominoreaction
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