Synthesis of Spiro[oxindole-3,2′-pyrrolidine] Derivatives from Benzynes and Azomethine Ylides through 1,3-Dipolar Cycloaddition Reactions

A novel synthetic strategy employing benzyne and azomethine ylides for the construction of spiro[oxindole-3,2′-pyrrolidine] derivatives has been achieved in good yields. The ketimines obtained from the condensation of isatins with CF3CH2NH2 react with benzyne in the presence of weak bases such as T...

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Veröffentlicht in:	Journal of organic chemistry 2018-11, Vol.83 (22), p.14102-14109
Hauptverfasser:	Ryu, Heesun, Seo, Jeongseob, Ko, Haye Min
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Sprache:	eng
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container_end_page	14109
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container_title	Journal of organic chemistry
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creator	Ryu, Heesun Seo, Jeongseob Ko, Haye Min
description	A novel synthetic strategy employing benzyne and azomethine ylides for the construction of spiro[oxindole-3,2′-pyrrolidine] derivatives has been achieved in good yields. The ketimines obtained from the condensation of isatins with CF3CH2NH2 react with benzyne in the presence of weak bases such as TBAF or TBAT. This mild practical 1,3-dipolar cycloaddition provides an efficient route to access biologically active compounds.
doi_str_mv	10.1021/acs.joc.8b02117
format	Article
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title	Synthesis of Spiro[oxindole-3,2′-pyrrolidine] Derivatives from Benzynes and Azomethine Ylides through 1,3-Dipolar Cycloaddition Reactions
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