Details
| Original language | English |
|---|---|
| Pages (from-to) | 339-350 |
| Number of pages | 12 |
| Journal | Heterocycles |
| Volume | 74 |
| Issue number | C |
| Publication status | Published - 27 Jul 2007 |
Abstract
spiro-Annelated isochromanones are prepared by treatment of benzo-cyclobutenone with lithium diisopropylphosphide - borane adduct (LDP-BH3), which is easily accessible by metalation of the air stable diisopropylphos-phane-borane adduct. The reaction takes place at very mild reaction conditions and involves an oxyanion driven ring opening. As a substituted example the synthesis of the first trifluoromethyl-substituted isochromanone derivative is reported.
ASJC Scopus subject areas
- Chemistry(all)
- Analytical Chemistry
- Pharmacology, Toxicology and Pharmaceutics(all)
- Pharmacology
- Chemistry(all)
- Organic Chemistry
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In: Heterocycles, Vol. 74, No. C, 27.07.2007, p. 339-350.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Synthesis of Spiro annelated isochromanones by ring expansion of benzocyclobutenones in the presence of lithium diisopropylphosphide
AU - Kohser, Stefanie
AU - Gopal Dongol, Krishna
AU - Butenschön, Holger
PY - 2007/7/27
Y1 - 2007/7/27
N2 - spiro-Annelated isochromanones are prepared by treatment of benzo-cyclobutenone with lithium diisopropylphosphide - borane adduct (LDP-BH3), which is easily accessible by metalation of the air stable diisopropylphos-phane-borane adduct. The reaction takes place at very mild reaction conditions and involves an oxyanion driven ring opening. As a substituted example the synthesis of the first trifluoromethyl-substituted isochromanone derivative is reported.
AB - spiro-Annelated isochromanones are prepared by treatment of benzo-cyclobutenone with lithium diisopropylphosphide - borane adduct (LDP-BH3), which is easily accessible by metalation of the air stable diisopropylphos-phane-borane adduct. The reaction takes place at very mild reaction conditions and involves an oxyanion driven ring opening. As a substituted example the synthesis of the first trifluoromethyl-substituted isochromanone derivative is reported.
UR - http://www.scopus.com/inward/record.url?scp=40749101753&partnerID=8YFLogxK
U2 - 10.3987/com-07-s(w)11
DO - 10.3987/com-07-s(w)11
M3 - Article
AN - SCOPUS:40749101753
VL - 74
SP - 339
EP - 350
JO - Heterocycles
JF - Heterocycles
SN - 0385-5414
IS - C
ER -