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Synthesis of Angularly Fused Aromatic Compounds from Alkenyl Enediynes by a Tandem Radical Cyclization Process
Author(s) -
Roy Snigdha,
Anoop Anakuthil,
Biradha Kumar,
Basak Amit
Publication year - 2011
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/anie.201103318
Subject(s) - tandem , chemistry , aryl , radical cyclization , aryl radical , enediyne , sulfoxide , stereochemistry , combinatorial chemistry , organic chemistry , materials science , composite material , alkyl
Let ' s get radical : A general synthetic route toward angularly ortho ‐fused polyaromatic [4]helicenes starting from aryl alkenyl N‐substituted cyclic enediynes is described (see scheme; DMSO=dimethyl sulfoxide, Ns=4‐nitrobenzenesulfonyl). The process involved a Bergman cyclization (BC) as the key step of an unprecedented tandem radical reaction.