Issue 5, 2021

Enantioselective [3 + 2] annulation of 4-isothiocyanato pyrazolones and alkynyl ketones under organocatalysis

Abstract

An asymmetric [3 + 2] annulation reaction of 4-isothiocyanato pyrazolones with alkynyl ketones in the presence of an organic catalyst derived from a cinchona alkaloid under mild conditions is realized. This protocol provides unprecedented expeditious access to a wide range of optically active spiro[pyrroline–pyrazolones] with various electronic properties in high yields with good to excellent enantioselectivities.

Graphical abstract: Enantioselective [3 + 2] annulation of 4-isothiocyanato pyrazolones and alkynyl ketones under organocatalysis

Supplementary files

Article information

Article type
Paper
Submitted
03 Dec 2020
Accepted
07 Jan 2021
First published
08 Jan 2021

Org. Biomol. Chem., 2021,19, 1145-1154

Enantioselective [3 + 2] annulation of 4-isothiocyanato pyrazolones and alkynyl ketones under organocatalysis

W. Wang, S. Wei, X. Bao, S. Nawaz, J. Qu and B. Wang, Org. Biomol. Chem., 2021, 19, 1145 DOI: 10.1039/D0OB02423F

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