Abstract
Reaction of salicylaldehydes (1) with carbethoxymethylenetriphenylphosphorane in diethylaniline under reflux gave coumarins (3) in moderate to high yield except 3-methoxycarbonylsalicylaldehyde (1e). The substituent effects are discussed. A substituent at C6 on 1 usually facilitated the formation of the coumarin ring regardless of its electronic character.
| Original language | English |
|---|---|
| Pages (from-to) | 2170-2173 |
| Number of pages | 4 |
| Journal | Chemical and Pharmaceutical Bulletin |
| Volume | 42 |
| Issue number | 10 |
| Publication status | Published - 1994 |
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Keywords
- bromocoumarin
- coumarin synthesis
- methoxycarbonylcoumarin
- salicylaldehyde
- substituent effect
- Wittig reaction
ASJC Scopus subject areas
- Chemistry(all)
- Organic Chemistry
- Drug Discovery
- Pharmacology
Cite this
Convenient synthesis of a simple coumarin from salicylaldehyde and Wittig reagent. II : Synthesis of bromo- and methoxycarbonylcoumarins. / Harayama, T.; Nakatsuka, K.; Nishioka, Hiromi; Murakami, K.; Hayashida, N.; Ishii, H.
In: Chemical and Pharmaceutical Bulletin, Vol. 42, No. 10, 1994, p. 2170-2173.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Convenient synthesis of a simple coumarin from salicylaldehyde and Wittig reagent. II
T2 - Synthesis of bromo- and methoxycarbonylcoumarins
AU - Harayama, T.
AU - Nakatsuka, K.
AU - Nishioka, Hiromi
AU - Murakami, K.
AU - Hayashida, N.
AU - Ishii, H.
PY - 1994
Y1 - 1994
N2 - Reaction of salicylaldehydes (1) with carbethoxymethylenetriphenylphosphorane in diethylaniline under reflux gave coumarins (3) in moderate to high yield except 3-methoxycarbonylsalicylaldehyde (1e). The substituent effects are discussed. A substituent at C6 on 1 usually facilitated the formation of the coumarin ring regardless of its electronic character.
AB - Reaction of salicylaldehydes (1) with carbethoxymethylenetriphenylphosphorane in diethylaniline under reflux gave coumarins (3) in moderate to high yield except 3-methoxycarbonylsalicylaldehyde (1e). The substituent effects are discussed. A substituent at C6 on 1 usually facilitated the formation of the coumarin ring regardless of its electronic character.
KW - bromocoumarin
KW - coumarin synthesis
KW - methoxycarbonylcoumarin
KW - salicylaldehyde
KW - substituent effect
KW - Wittig reaction
UR - http://www.scopus.com/inward/record.url?scp=0027941895&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0027941895&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:0027941895
VL - 42
SP - 2170
EP - 2173
JO - Chemical and Pharmaceutical Bulletin
JF - Chemical and Pharmaceutical Bulletin
SN - 0009-2363
IS - 10
ER -