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Synthesis of 1,2′,3,3′,5′,6′‐hexahydro‐3‐phenylspiro[isobenzofuran‐1,4′‐thiopyrans] and 1,2′,3,3′,5′,6′‐hexahydro‐3‐phenylspiro‐[isobenzofuran‐1,4′‐pyrans]
Author(s) -
Bauer Victor J.,
Ong Helen H.,
Kosley Raymond W.
Publication year - 1982
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570190518
Subject(s) - isobenzofuran , chemistry , thiopyran , ring (chemistry) , pyran , ether , stereochemistry , medicinal chemistry , organic chemistry
The 1,2′,3,3′,5′,6′‐hexahydro‐3‐phenylspiro[isobenzofuran‐1,4′‐thiopyran] ring system ( 2a ) has been prepared from o ‐bromobenzoic acid. The 1,2′,3,3′,5′,6′‐hexahydro‐3‐phenylspiro[isobenzofuran‐1,4′‐pyran] ring system ( 3a ) has been prepared from 2‐bromobenzhydrol methyl ether. Several 3‐(dimethylaminoalkyl) derivatives of both 2a and 3a were prepared by lithiation followed by alkylation.