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Synlett 1998; 1998(2): 145-146
DOI: 10.1055/s-1998-1602
DOI: 10.1055/s-1998-1602
letter
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Efficient Synthesis of Aza-Heterocycles by a Domino Process using an Inter- and an Intramolecular Heck Reaction
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
![](https://www.thieme-connect.de/media/synlett/199802/lookinside/thumbnails/10.1055-s-1998-1602-1.jpg)
The palladium-catalyzed regioselective intermolecular Heck reaction of (Z)-2-(2-bromoethenyl)bromobenzene 6 and the cyclic enamide 9 gives 5 and 8 in an overall yield of 63%. Intramolecular Heck of 5 and 8, respectively leads to the tricyclic compounds 4 and 7, in 78% and 70% yields, respectively, which belong to two different classes of heterocyclic systems. The transformation can also be carried out as a domino process without isolation of the intermediates 5 and 8.
Heck reaction - domino reaction - palladium - benzoindole - benzoazepine