The Development of Domino Reactions Incorporating the Heck Reaction: The Formation of N-Heterocycles

The methodological development of a series of domino or cascade reactions affording a series of N‐heterocycles is described. The rapid formation of these ring systems is in each case associated with the incorporation of a Heck reaction at either an early or a late stage of the domino process. A rang...

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Veröffentlicht in:European Journal of Organic Chemistry 2012-01, Vol.2012 (3), p.544-558
Hauptverfasser: Rixson, James E., Chaloner, Thomas, Heath, Charles H., Tietze, Lutz F., Stewart, Scott G.
Format: Artikel
Sprache:eng
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Zusammenfassung:The methodological development of a series of domino or cascade reactions affording a series of N‐heterocycles is described. The rapid formation of these ring systems is in each case associated with the incorporation of a Heck reaction at either an early or a late stage of the domino process. A range of catalytic conditions and substrate modifications for optimisation of domino Tsuji–Trost/Heck, Buchwald–Hartwig/Heck and Heck/carbopalladation reaction sequences are reported. The development of a series of domino or cascade reactions affording a collection of N‐heterocycles is described. In each of the processes a palladium‐catalysed Heck cross‐coupling reaction in utilised to produce the desired ring system efficiently.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201101305