Synthesis of 2,3‐dihydrospiro[benzofuran‐2,4′ ‐piperidines] and 2,3‐dihydrospiro[benzofuran‐2,3′‐pyrrolidines]
- 1 June 1981
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 18 (4) , 811-814
- https://doi.org/10.1002/jhet.5570180438
Abstract
The synthesis of 2,3‐dihydrospiro[benzofuran‐2,4′‐piperidines] 3 and 2,3‐dihydrospiro[benzofuran‐2,3′]‐pyrrolidine] 6 is described. The synthesis was achieved by a Grignard reaction of a 2‐fluorobenzylhalide with an appropriate cycloazaalkyl ketone to yield the tertiary alcohols 1 and 4. Subsequent intramolecular displacement of the aromatic fluoride by the derived alkoxides provided the novel system.Nitration of 1′‐acetyl‐2,3‐dihydrospiro[benzofuran‐2,4′‐piperidine] 7 resulted in a 5‐nitro derivative.This publication has 4 references indexed in Scilit:
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