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

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.

Automated summary

We have developed a new 1,3-bis-electrophilic motif and applied it in palladium-catalyzed (3 + 2) annulations. This method offers a straightforward approach to constructing functionalized pyrrolidines with good yields. Importantly, the configuration (Z/E) of the 1,3-bis-electrophilic motif does not affect the yield and chemoselectivity of the reaction. Furthermore, preliminary asymmetric investigations using Pd(0)/thiourea synergistic catalysis resulted in moderate enantioselectivity.