Palladium-catalyzed (3 + 2) annulations of 1,3-bis-electrophilic motifs: straightforward synthesis of functionalized pyrrolidines?

Organic Chemistry Frontiers Pub Date: 2023-05-04 DOI: 10.1039/D3QO00362K

Abstract

Here we have developed a new 1,3-bis-electrophilic motif, which was applied in palladium-catalyzed (3 + 2) annulations. This method provides a straightforward approach for the construction of functionalized pyrrolidines in good yields. Notably, the Z/E configuration of the 1,3-bis-electrophilic motif has no influence on the yield and chemoselectivity of the reaction. In addition, preliminary asymmetric investigations were conducted by using Pd(0)/thiourea synergistic catalysis, and moderate enantioselectivity was obtained.

Graphical abstract: Palladium-catalyzed (3 + 2) annulations of 1,3-bis-electrophilic motifs: straightforward synthesis of functionalized pyrrolidines
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