Divergent Synthesis of 1-Aminonaphthalene Derivatives via the Diels–Alder Reaction of 3-Aminoarynes
Abstract
A divergent synthesis of 1-aminonaphthalenes by the Diels-Alder reaction of 3-aminoarynes followed by diversification is disclosed. The cycloaddition of 3-aminoarynes with 2-substituted furans exhibits unusual proximal selectivity. Owing to the significant versatility of the resulting tricyclic ethers, a wide variety of highly functionalized 1-aminonaphthalenes can be prepared, thereby enabling rapid development of fluorescent dyes.
Fields of Study & Subjects
Cyclization and Aryne Chemistry
Catalytic Alkyne Reactions
Synthesis and pharmacology of benzodiazepine derivatives
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 10
- Pages
- 3744–3750
- Publication date
- 27 February 2026
- Language
- EN