Bicyclization of isocyanides with alkenoyl bis(ketene dithioacetals): access to 6,7-dihydro-1H-indol-4(5H)-ones

Yifei Li; Xianxiu Xu; Hui Shi; Ling Pan; Qun Liu

doi:10.1021/jo500928c

Bicyclization of isocyanides with alkenoyl bis(ketene dithioacetals): access to 6,7-dihydro-1H-indol-4(5H)-ones

J Org Chem. 2014 Jun 20;79(12):5929-33. doi: 10.1021/jo500928c. Epub 2014 May 30.

Authors

Yifei Li¹, Xianxiu Xu, Hui Shi, Ling Pan, Qun Liu

Affiliation

¹ Department of Chemistry, Northeast Normal University , Changchun 130024, China.

PMID: 24846440
DOI: 10.1021/jo500928c

Abstract

The tandem [3 + 2] cycloaddition/intramolecular imidoyl anion trapping strategy has been successfully applied for the synthesis of 6,7-dihydro-1H-indol-4(5H)-ones from alkenoyl bis(ketene dithioacetals) and tosylmethyl isocyanide. The reaction proceeded smoothly under mild reaction conditions to afford bicyclization products in high to excellent yields in a single step.