Synthesis of 1,3-Bis-trifluoromethylated (Hetero)cyclohexane-2-carboxylates from Alkylidenemalononitriles
Abstract
-selective 1,3-bis-trifluoromethylation of (hetero)cycloalkylidenemalononitriles. The malononitrile-containing intermediate can be readily converted into carboxylates (and derivatives thereof) by oxidative decyanation. The products of this two-step sequence are 1,3-bis-trifluoromethylated physicochemically altered analogues of common (hetero)cyclohexane carboxylates. This study includes optimization of the bis-trifluoromethylation reaction, scope studies, synthesis of various new bis-trifluoromethylated (hetero)cycloalkane carboxylates, representative transformations relevant to pharmaceutical synthesis, mechanistic studies, and some computational analyses of the newly accessible scaffolds.
Fields of Study & Subjects
Fluorine in Organic Chemistry
Radical Photochemical Reactions
Cyclopropane Reaction Mechanisms
Publication details
- Journal / source
- Organic Letters
- Volume
- 28
- Issue
- 5
- Pages
- 1772–1777
- Publication date
- 28 January 2026
- Language
- EN