The solid-phase synthesis of sultams from resin-bound amino acids is described. The sulfonylation of the resin-bound primary amines afforded the requisite secondary amines, after which the intramolecular Buchwald-Hartwig-type coupling forms the C-S bond. A final alkylation on the sulfonamides follow
Solid-phase synthesis of indolines via palladium-catalyzed cyclization
โ Scribed by Yongping Yu; John M Ostresh; Richard A Houghten
- Book ID
- 104253204
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 100 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
The solid-phase synthesis of indolines from resin-bound 2-bromophenylacetylated amino acids is described. The exhaustive reduction of solid-support bound amides with borane afforded the requisite secondary amines that, following the palladium-catalyzed intramolecular cyclization and cleavage, provided the corresponding disubstituted indolines.
๐ 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