Abstract
An efficient protocol for palladium-catalyzed β-C(sp3)-H arylation of aliphatic carboxamides equipped with a 2-(2-pyridyl) ethylamine (PE) auxiliary was developed. The PE auxiliary is uniquely effective at facilitating the arylation of primary C(sp3)-H bonds with sterically hindered aryl iodides. A variety of aryl iodides bearing alkoxyl, carbonyl, nitro and halogen groups on the ortho position can react with the PE-coupled phthaloyl alanine substrate in moderate to excellent yield. These reactions offer a useful solution for preparing complex β-aryl α-amino acid products from readily accessible starting materials.
Original language | English (US) |
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Pages (from-to) | 5511-5515 |
Number of pages | 5 |
Journal | Organic and Biomolecular Chemistry |
Volume | 14 |
Issue number | 24 |
DOIs | |
State | Published - 2016 |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry