Novel Furo-pyridine Derivatives via Sonogashira Reactions of Functionalized Pyridines

Lechel, Tilman ; Dash, Jyotirmayee ; Brüdgam, Irene ; Reißig, Hans-Ulrich (2008) Novel Furo-pyridine Derivatives via Sonogashira Reactions of Functionalized Pyridines European Journal of Organic Chemistry, 2008 (21). pp. 3647-3655. ISSN 1434-193X

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Official URL: http://doi.org/10.1002/ejoc.200800398

Related URL: http://dx.doi.org/10.1002/ejoc.200800398

Abstract

A series of 4-pyridyl nonaflates was coupled with alkynes to efficiently provide new4-alkynyl-substituted pyridines. Apt conditions were developed for their conversion into furo[2,3-c]pyridines. 3-Pyridyl nonaflates offer access to regioisomeric furo[3,2-c]pyridines. An alternative cyclizationmethod employing iodine monochloride furnishes iodinated furo-pyridines which can undergo a second Pd-catalyzed step. Some of the newly prepared compounds are fluorescent and show strong Stokes shifts.

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Deposited On:17 Oct 2022 05:53
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