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An Expedient Construction of Seven‐Membered Rings Adjoining Aromatic Systems
Author(s) -
Kaoudi Talbi,
QuicletSire Béatrice,
Seguin Stéphanie,
Zard Samir Z.
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(20000218)39:4<731::aid-anie731>3.0.co;2-u
Subject(s) - annulation , radical , ring (chemistry) , aromaticity , construct (python library) , chemistry , variety (cybernetics) , computer science , molecule , organic chemistry , artificial intelligence , programming language , catalysis
An unusual radical‐mediated fusion of a seven‐membered ring onto an aromatic system exploits the relatively long lifetime of radicals generated using dithiocarbonates (xanthates). This type of annelation (an example is shown), which was hitherto very difficult to accomplish by more traditional radical methods, was used to construct a variety of complex structures. Y=OAc, CN, (CH 2 ) 8 OAc, CH 2 CO 2 Et, phthaloyl.