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Reissert compound studies. LXV . Preparation of reissert compounds derived from α,β‐unsaturated acid chlorides
Author(s) -
Hahn JungTai,
Kant Joydeep,
Popp Frank D.,
Chhabra Siri Ram,
Uff Barrie C.
Publication year - 1992
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.5570290521
Subject(s) - chemistry , alkylation , carbanion , benzaldehyde , condensation , isoquinoline , base (topology) , organic chemistry , medicinal chemistry , catalysis , mathematical analysis , physics , mathematics , thermodynamics
Reissert compounds derived from α,β‐unsaturated acid chlorides were prepared. The conjugate base obtained from these Reissert compounds exhibited the following carbanion reactions: 1) Alkylation, 2) Condensation with benzaldehyde, 3) Rearrangement to give dimeric compounds rather than simple rearranged compounds. In the case of alkylated isoquinoline Reissert compounds, the attempted rearrangement led to ring annellated amines.