Premium
Synthesis of 2,5‐disubstituted oxazoles from aldehydes and N ‐(tosylmethyl)imino synthons. Application to the synthesis of pimprinine analogues
Author(s) -
Houwing Hendrik A.,
Wildeman Jurjen,
Van Leusen Albert M.
Publication year - 1981
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.5570180615
Subject(s) - chemistry , synthon , substituent , base (topology) , organic chemistry , medicinal chemistry , stereochemistry , mathematical analysis , mathematics
A series of N ‐(tosylmethyl)imino compounds [TosCH 2 NC(L)A] has been applied to a new base‐induced, one‐operational synthesis of 2,5‐disubstituted oxazoles from aromatic aldehydes. For substituent A of the imino compounds, which becomes the 2‐substituent in the oxazoles, has been chosen methoxy, methyl and phenyl. The new method has been used also to synthesize seven pimprinine analogues, i.e ., 5‐(‐3)indolyl)oxazoles.