Abstract
An efficient approach to a wide range of isoindolinones, including 3-monosubstituted and 3,3-disubstituted isoindolinones, from the annulation of N-benzoylsulfonamides with olefins and diazoacetate has been developed. The transformation is broadly compatible with both terminal and internal olefins. Moreover, diazoacetate is for the first time incorporated into an amide-directed C-H functionalization reaction. Specifically, the rhodium complex [{RhCl 2Cp*} 2] enables the in situ dimerization of diazoacetate in addition to its role in catalyzing C-H functionalization/cross- coupling.
Original language | English (US) |
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Pages (from-to) | 9192-9199 |
Number of pages | 8 |
Journal | Tetrahedron |
Volume | 68 |
Issue number | 45 |
DOIs | |
State | Published - Nov 11 2012 |
Keywords
- C-H activation
- Diazoacetate
- Isoindolinone
- N-Benzoylsulfonamide
- Rhodium catalysis
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry