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Intramolecular Addition of Heteroaryllithium Compounds onto Activated Alkenes: Access to Heterofused Indolizines and Pyrroloazepines

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Heteroaryllithium compounds, obtained by MesLi-mediated halogen/lithium exchange, undergo intramolecular addition onto acrylamide and acrylate moieties. Both electron-rich (thiophenyl) and electron-deficient (pyridinyl, quinolinyl) heteroaromatic halides can be used for the formation… Click to show full abstract

Heteroaryllithium compounds, obtained by MesLi-mediated halogen/lithium exchange, undergo intramolecular addition onto acrylamide and acrylate moieties. Both electron-rich (thiophenyl) and electron-deficient (pyridinyl, quinolinyl) heteroaromatic halides can be used for the formation of six- and seven-membered rings, providing an efficient route to fused indolizines and pyrroloazepines in moderate to good yields.

Keywords: addition heteroaryllithium; indolizines pyrroloazepines; heteroaryllithium compounds; intramolecular addition

Journal Title: European Journal of Organic Chemistry
Year Published: 2017

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