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Synthesis 1995; 1995(3): 276-284
DOI: 10.1055/s-1995-3893
DOI: 10.1055/s-1995-3893
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.
A New Approach to the Synthesis of N-Protected 2- and 5-Substituted 3-Halopyrroles
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
![](https://www.thieme-connect.de/media/synthesis/199503/lookinside/thumbnails/10.1055-s-1995-3893-1.jpg)
A new and efficient method for the preparation of N-protected 5- and 2-substituted 3-bromopyrroles 15 and 16 via acid-catalyzed cyclization of the corresponding acetylenic ketones 6 and acetylenic acetals 14 has been found (Scheme 3). Using this methodology, rapid and quite general access to highly substituted pyrroles, which are known to exhibit a number of interesting biological activities, has been established.
acetylenic ketones - acetylenic acetals - acid-catalyzed cyclization - 2-substituted 3-bromopyrroles - 5-substituted 3-bromopyrroles