Engaging Isatins in Multicomponent Reactions (MCRs) - Easy Access to Structural Diversity

Chem Rec. 2021 Apr;21(4):924-1037. doi: 10.1002/tcr.202000167. Epub 2021 Feb 18.

Abstract

Multicomponent reactions (MCRs) are a valuable tool in diversity-oriented synthesis. Its application to privileged structures is gaining relevance in the fields of organic and medicinal chemistry. Isatin, due to its unique reactivity, can undergo different MCRs, affording multiple interesting scaffolds, namely oxindole-derivatives (including spirooxindoles, bis-oxindoles and 3,3-disubstituted oxindoles) and even, under certain conditions, ring-opening reactions occur that leads to other heterocyclic compounds. Over the past few years, new methodologies have been described for the application of this important and easily available starting material in MCRs. In this review, we explore these novelties, displaying them according to the structure of the final products obtained.

Keywords: 3,3-disubstituted oxindoles; bis-oxindoles; catalysis; diversity oriented synthesis; isatin; multicomponent reactions; nanocatalysts; oxindole; spiroxindoles; sustainability.