Issue 21, 2021

Advances of α-activated cyclic isothiocyanate for the enantioselective construction of spirocycles

Abstract

The efficient and enantioselective synthesis of pharmaceutically important spirocycles has attracted the focus of organic and medicinal chemists. In this context, with the excellent reactivity of α-activated isothiocyanate as formal 1,3-dipoles in the (3 + 2) cyclization process, the cyclic isothiocyanates featuring important pharmacophores, such as oxindole, pyrazolone, and indanone moieties, have emerged as powerful precursors to access a variety of spirocycles with highly structural diversities. In addition, the facile transformations of these spirocycles have shown potential applications in drug design. This review will cover the recent advances of α-activated cyclic isothiocyanates in the enantioselective construction of spirocycles since 2015, and the applications of corresponding products in organic and medicinal chemistry.

Graphical abstract: Advances of α-activated cyclic isothiocyanate for the enantioselective construction of spirocycles

Article information

Article type
Review Article
Submitted
23 Mar 2021
Accepted
19 Apr 2021
First published
20 Apr 2021

Org. Biomol. Chem., 2021,19, 4610-4621

Advances of α-activated cyclic isothiocyanate for the enantioselective construction of spirocycles

Y. Yang, X. Wang, X. Ye, B. Wang, X. Bao and H. Wang, Org. Biomol. Chem., 2021, 19, 4610 DOI: 10.1039/D1OB00564B

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