A First Resource‐Efficient and Highly Flexible Procedure for a Four‐Component Synthesis of Dispiropyrrolidines

Abstract

Abstract Two series of dispiropyrrolidine derivatives were successfully synthesized by a tandem Knoevenagel–1,3‐dipolar cycloaddition reaction sequence of isatin or acenaphthylene‐1,2‐dione, sarcosine, 1,3‐indanedione, and an aldehyde without any catalyst. This strategy is not only suitable to aromatic aldehydes but aliphatic and heteroaromatic aldehydes as well. Moreover, this one‐pot, four‐component synthesis of dispiropyrrolidines is the first of its kind, as the dipole azomethine ylide and dipolarophile can be generated in situ. Such a strategy would provide access to a fast one‐pot synthesis of dispiroheterocycles, which are otherwise accessible only through multistep synthesis. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)