Transition-metal-free [4 + 2] cyclocondensation of diaryliodonium salts accessing phenazine, phenothiazine, phenoxazine and dioxane derivatives
Abstract
-fluorinated nitro-diaryliodonium salts. The protocol shows broad functional-group tolerance and supports late-stage derivatization, as demonstrated by the synthesis of antipsychotic drugs including propazine, diphenhydramine, chlorpromazine, and so on. Mechanistic studies reveal that the nitro group plays a crucial role in C-F bond cleavage, providing rapid access to dual-heteroatom heterocyclic scaffolds without toxic or costly catalysts.
Fields of Study & Subjects
Oxidative Organic Chemistry Reactions
Radical Photochemical Reactions
Phenothiazines and Benzothiazines Synthesis and Activities
Publication details
- Journal / source
- Organic & Biomolecular Chemistry
- Volume
- 24
- Issue
- 9
- Pages
- 1817–1821
- Publication date
- 1 January 2026
- Language
- EN