Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 1989; 1989(7): 554-556
DOI: 10.1055/s-1989-27317
DOI: 10.1055/s-1989-27317
communication
© 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 Convenient and Unambiguous Synthesis of 2 (or 7)-Chloronaphthalenes from Substituted α-Tetralones
Further Information
Publication History
Publication Date:
12 January 2006 (online)
![](https://www.thieme-connect.de/media/synthesis/198907/lookinside/thumbnails/10.1055-s-1989-27317-1.jpg)
2(or 7)-Chlornaphthalenes are unambiguously prepared from α-tetralones(1-oxo-1,2,3,4-tetrahydronaphthalenes) by introducing two chlorines in the 2-position with sulfuryl chloride, reducing the ketone with sodium borohydride, and then converting the resulting hydroxy to chloro with thionyl chloride. Vicinal chlorines are then removed with activated zinc giving a vinyl chloride which is aromatized with 2,3-dichloro-4,5-dicyano-1,4-benzoquinone (DDQ) to give the desired 2(or 7)-chloronaphthalenes.