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Synthese von 2‐Thia‐6‐aza‐adamantan und Derivaten
Author(s) -
Ganter C.,
Portmann R. E.
Publication year - 1971
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19710540738
Subject(s) - chemistry , tricyclic , adamantane , diene , medicinal chemistry , stereochemistry , organic chemistry , natural rubber
The synthesis of 2‐thia‐6‐aza‐adamantane ( 19 ) and several of its derivatives was achieved starting from 9‐azabicyclo[3.3.1]nona‐2,6‐diene ( 9 ) which was prepared from cis, cis ‐cycloocta‐1, 5‐diene ( 1 ). Transannular addition of sulfur dichloride to its N‐benzenesulfonyl and N‐formyl derivatives 10 and 11 yielded the tricyclic dichlorides 12 and 13 , respectively; the 2‐thia‐6‐aza‐adamantanes 14–19 were synthesized from 13 .
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