Convergent synthesis of 6-substituted phenanthridines via anionic ring closure
Research output: Contribution to journal › Journal article › Research › peer-review
Standard
Convergent synthesis of 6-substituted phenanthridines via anionic ring closure. / Lysén, M.; Kristensen, Jesper Langgaard; Vedsø, P.; Begtrup, M.
In: Organic Letters, Vol. 4, No. 2, 01.01.2002, p. 257-259.Research output: Contribution to journal › Journal article › Research › peer-review
Harvard
APA
Vancouver
Author
Bibtex
}
RIS
TY - JOUR
T1 - Convergent synthesis of 6-substituted phenanthridines via anionic ring closure
AU - Lysén, M.
AU - Kristensen, Jesper Langgaard
AU - Vedsø, P.
AU - Begtrup, M.
PY - 2002/1/1
Y1 - 2002/1/1
N2 - Chemical equation presented The addition of organometallic derivatives to the cyano group of 2-(2-fluorophenyl)benzonitrile followed by intramolecular nucleophilic substitution produces 6-substituted phenanthridines. Alkyllithiums, aryllithiums, and sterically nondemanding lithium amides reacted at -78 °C to produce the 6-substituted phenanthridines in 82-98% yield upon warming to room temperature. The addition of the corresponding Grignard reagents requires an excess of the organometallic reagent and extented reaction times at elevated temperature.
AB - Chemical equation presented The addition of organometallic derivatives to the cyano group of 2-(2-fluorophenyl)benzonitrile followed by intramolecular nucleophilic substitution produces 6-substituted phenanthridines. Alkyllithiums, aryllithiums, and sterically nondemanding lithium amides reacted at -78 °C to produce the 6-substituted phenanthridines in 82-98% yield upon warming to room temperature. The addition of the corresponding Grignard reagents requires an excess of the organometallic reagent and extented reaction times at elevated temperature.
UR - http://www.scopus.com/inward/record.url?scp=0009303718&partnerID=8YFLogxK
U2 - 10.1021/ol0170051
DO - 10.1021/ol0170051
M3 - Journal article
AN - SCOPUS:0009303718
VL - 4
SP - 257
EP - 259
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 2
ER -
ID: 45438116