TY - JOUR
T1 - Radical-Induced Cycloaromatization
T2 - Routes to Fluoranthenes and Acephenanthrylenes
AU - Scott, John L.
AU - Parkin, Sean R.
AU - Anthony, John E.
PY - 2004/1/5
Y1 - 2004/1/5
N2 - The cycloaromatization of easily-prepared arenediynes is an efficient route to fused aromatic systems, but the requirement of very high temperatures to induce this reaction limits both scalability and generality. We demonstrate that cycloaromatization can be induced by addition of a radical species to an arenediyne unit. Tethering this radical to the enediyne leads to the formation of larger fused systems, such as fluoranthenes and acephenanthrylenes, in a single step.
AB - The cycloaromatization of easily-prepared arenediynes is an efficient route to fused aromatic systems, but the requirement of very high temperatures to induce this reaction limits both scalability and generality. We demonstrate that cycloaromatization can be induced by addition of a radical species to an arenediyne unit. Tethering this radical to the enediyne leads to the formation of larger fused systems, such as fluoranthenes and acephenanthrylenes, in a single step.
KW - Bergman reaction
KW - Cycloaromatization
KW - Enediyne
KW - Polycyclic aromatic hydrocarbon
UR - http://www.scopus.com/inward/record.url?scp=0346970756&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0346970756&partnerID=8YFLogxK
U2 - 10.1055/s-2003-43332
DO - 10.1055/s-2003-43332
M3 - Article
AN - SCOPUS:0346970756
SN - 0936-5214
SP - 161
EP - 164
JO - Synlett
JF - Synlett
IS - 1
ER -