Intramolecular Heck Reaction of 2- and 3-Iodoindole Derivatives for the Synthesis of β- and γ-Carbolinones.
✍ Scribed by Egle M. Beccalli; Gianluigi Broggini; Alessandro Marchesini; Elisabetta Rossi
- Publisher
- John Wiley and Sons
- Year
- 2003
- Weight
- 178 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0931-7597
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## Abstract Acylation of the alkenes 1a–d and 3, easily prepared from the corresponding α‐amino acids, with 2‐iodobenzoyl chloride gives 2a–d and 4 which cyclize to the enantiopure dihydroisoquinolinones 5a–d and 9, resp., in an intramolecular Heck reaction using 5 mol‐ % of Pd(OAc)~2~ in the prese
## Abstract The iodoarenes 9 and 10, bearing (__E__)‐ and (__Z__)‐alkene moieties, respectively, easily prepared by alkylation of the corresponding alcohols 7a–c and 8a–c with 2 iodobenzyl iodide, undergo intramolecular Heck reactions to give the isochromanes 12–15a–c in good yields. The selectivit