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Photoelimination reactions of N ‐heteroaromatic compounds
Author(s) -
Stermitz F. R.,
Huang W. H.,
Blythin D. J.,
Hoeft A.,
Kim D. K.,
O'Donnell C. M.
Publication year - 1972
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.5570090619
Subject(s) - chemistry , aldehyde , yield (engineering) , side chain , hydrogen , ring (chemistry) , alkene , nitrogen , medicinal chemistry , carbon chain , oxygen , carbon fibers , organic chemistry , catalysis , materials science , polymer , metallurgy , composite number , composite material
N ‐Heteroaromatic compounds substituted with a side chain next to the nitrogen and bearing a hydrogen gamma to the ring, undergo a photoelimination reaction to yield the methyl‐substituted heterocycle and an alkene (if the gamma hydrogen is on a side chain carbon) or an aldehyde (if the gamma hydrogen is on a side chain oxygen). The reaction has been shown to occur with substituted isoquinolines, plienanthridines, pyridines and pyrazines.