Free radical reactions for heterocycle synthesis. Part 6: 2-Bromobenzoic acids as building blocks in the construction of nitrogen heterocycles |
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| Authors: | Wei Zhang Georgia Pugh |
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| Affiliation: | Lead Discovery, DuPont Crop Protection, Stine-Haskell Research Center, Newark, DE 19714, USA |
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| Abstract: | A general method to construct a variety of nitrogen heterocycles is introduced. 2-Bromobenzoic acids or acid chlorides are used as the common building blocks to couple with appropriate nitrogen-containing compounds. Sequential aryl radical cyclizations including conjugate additions, spirocyclizations, homolytic and ipso aromatic substitutions, and 1,5-hydrogen atom transfers are employed to prepare tri- and tetracyclic isoindolinones, benzolactams, isoquinolinones, azabenzoisocoumarins, and bridged-azabicyclic compounds. |
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| Keywords: | nitrogen heterocycles pharmacophores radical cyclization |
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