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Oxidative Condensation of Quaternary Phenolic Bases
Author(s) -
Franck B.,
Blaschke G.,
Schlingloff G.
Publication year - 1964
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.196401921
Subject(s) - biogenesis , oxidative phosphorylation , chemistry , isoquinoline , condensation , radical , quaternary , oxidative damage , protein quaternary structure , organic chemistry , biochemistry , biology , antioxidant , paleontology , physics , protein subunit , gene , thermodynamics
Provided they contain quaternary nitrogen, simple phenolic bases can undergo oxidative condensation under conditions similar to those of biogenesis to form alkaloids of the isoquinoline series with good yields. By means of such oxidative condensations, more than sixty alkaloids of various structural types have become more easily obtainable. Of the numerous possible condensations of the intermediate mesomeric radicals only those which lead to naturally occurring alkaloids give good yields and few by‐products. The results suggest that oxidative condensations of quaternary bases are also involved in the biosynthesis of alkaloids in the plant cell.