Abstract
An efficient, direct synthesis of pyrazolo-[5,1-a]isoindoles employing a palladium-catalyzed intramolecular C-H bond activation of 1-(2-halobenzyl) pyrazoles has been developed. The use of lithium chloride (LiCl) was found to be essential in these reactions, to suppress further C-H bond activation at the C-3 position of pyrazolo[5,1-a]isoindole, when C-3 is unsubstituted. This protocol can be applied to the synthesis of a pyrazolo[5,1-a]isoquinoline possessing a six-membered central ring system and a fully substituted pyrazolo[5,1-a]isoindole using sequential intra- and intermolecular C-H bond activation.
Original language | English |
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Pages (from-to) | 2041-2049 |
Number of pages | 9 |
Journal | Advanced Synthesis and Catalysis |
Volume | 352 |
Issue number | 11-12 |
DOIs | |
Publication status | Published - 2010 |
Keywords
- C-H activation
- Direct arylation
- Palladium
- Pyrazoles
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry