Issue 12, 2024

Palladium/copper-cocatalyzed three-component tandem cyclization of o-alkenyl arylisocyanides and sulfur ylides with alcohols: direct synthesis of spiro 3,3′-cyclopropyl oxindoles

Abstract

A novel palladium/copper-cocatalyzed three-component tandem cyclization of o-alkenyl arylisocyanides and sulfur ylides with alcohols has been developed for the first time. The reaction provides a simple and efficient method for the direct synthesis of spiro 3,3′-cyclopropyl oxindoles from easily available acyclic starting materials in a single step. Further applications, including the synthesis of spiro 3,3′-cyclopropyl oxindoles bearing a hydroxyl group and dihydro-1H-cyclopropa[c]quinolines, demonstrated the tremendous potential of the three-component tandem cyclization.

Graphical abstract: Palladium/copper-cocatalyzed three-component tandem cyclization of o-alkenyl arylisocyanides and sulfur ylides with alcohols: direct synthesis of spiro 3,3′-cyclopropyl oxindoles

Supplementary files

Article information

Article type
Research Article
Submitted
28 Mar 2024
Accepted
25 Apr 2024
First published
26 Apr 2024

Org. Chem. Front., 2024,11, 3369-3375

Palladium/copper-cocatalyzed three-component tandem cyclization of o-alkenyl arylisocyanides and sulfur ylides with alcohols: direct synthesis of spiro 3,3′-cyclopropyl oxindoles

Y. Gong, X. Xu, Z. Yang and Y. Zhao, Org. Chem. Front., 2024, 11, 3369 DOI: 10.1039/D4QO00560K

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