Synthesis of benzocyclic ketones via palladium-catalyzed cyclization of ω-(2-iodoaryl)alkanenitriles
✍ Scribed by Alexandre A. Pletnev; Richard C. Larock
- Book ID
- 104250671
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 96 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
An efficient procedure for the synthesis of 2,2-disubstituted benzocyclic ketones by intramolecular carbopalladation of nitriles has been developed. The cyclization of substituted 3-(2-iodoaryl)propanenitriles affords indanones in high yields. The reaction is compatible with a wide variety of functional groups. This chemistry has been extended to the synthesis of tetralones, a 9-fluorenone and a cyclopentenone.
📜 SIMILAR VOLUMES
Catalytic amounts of Pd(OAc)2 in the presence of c-Bu4NC1, OMF and an appropriate Et3N) cyclize nitrogen-containing o-lodoaryl alkenes to indoles, quinolines, isoquinolines and isoquTnolones in short reaction times, under mild temperatures, and in high yields. Transition metal reagents have proven h