Work

Phase‐Transfer‐Catalyzed Interrupted Barton–Zard Reaction Between Electron‐Deficient Indoles and Benzophenone‐Derived Isocyanides

Year: 2026

Type: article

Abstract: A cascade reaction enabling the construction of pyrrolo[3,4‐ b ]indole core from electron‐deficient and benzophenone‐derived isocyanide precursors under phase‐transfer conditions is described. This transformation proceeds in the presence of a quaternary ammonium catalyst and cesium carbonate, affording functionalized polycyclic cores. The reaction follows the interrupted Barton–Zard reaction pathway and tolerates a broad range of 3‐nitroindole and isocyanide substrates. Performed control experiments provide insight into the generally moderate product yields and clarify why the reaction is not amenable to asymmetric induction.

Source: European Journal of Organic Chemistry

DOI: 10.1002/ejoc.70464

Authors: Ana Mikleušević, Ines Bašić, Mateja Matišić, Josip Rešetar, Matija Gredičak

Institution: Ruđer Bošković Institute

Language: English

Topic: Synthesis of Indole Derivatives

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,330

Funders: Hrvatska Zaklada za Znanost, Ministry of Science and Technology, Croatia