Abstract
Solid phase synthesis has been used to carry out intramolecular aromatic homolytic substitution with benzoimidazole precursors. The protocol attaches the radical precursors to the resins via the radical leaving groups (in the aromatic homolytic substitution). When the radical reactions are complete, the leaving group, unaltered starting material and reduced uncylised products remain attached to the resin, which facilitates easy separation of the cyclised products. Novel use of focussed microwave irradiation in solid phase radical reactions drastically shortens the reactions times. Tributylgermanium hydride has been used to replace the toxic and troublesome tributyltin hydride in the radical reactions.
Solid phase synthesis has been used to carry out intramolecular aromatic homolytic substitution with benzoimidazole precursors.
Solid phase synthesis has been used to carry out intramolecular aromatic homolytic substitution with benzoimidazole precursors.
Original language | English |
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Pages (from-to) | 4306-4316 |
Journal | Tetrahedron Letters |
Volume | 62 |
Issue number | 18 |
DOIs | |
Publication status | Published - 1 May 2006 |
Keywords
- Aryl radicals
- Radical cyclisation
- solid-phase synthesis
- Microwave
- Benzoimidazoles