Synthetic studies on bromocoumarins possessing oxygen function

H. Nishioka; N. Hayashida; S. Kawabe; T. Harayama

doi:10.1248/yakushi1947.115.9_765

Synthetic studies on bromocoumarins possessing oxygen function

H. Nishioka, N. Hayashida, S. Kawabe, T. Harayama

Research output: Contribution to journal › Article › peer-review

Abstract

The reaction of bromo-methoxysalicylaldehyde (4-6) and bromo- hydroxysalicylaldehyde (18) with carbethoxymethylenetriphenylphosphorane (2) in diethylaniline under reflux gave unexpected debromocoumarins along with an expected bromocoumarin. The oxygen function might facilitate debromination in the process of coumarin synthesis at an elevated temperature.

Original language	English
Pages (from-to)	765-772
Number of pages	8
Journal	Yakugaku Zasshi
Volume	115
Issue number	9
DOIs	https://doi.org/10.1248/yakushi1947.115.9_765
Publication status	Published - 1995

Keywords

Wittig reaction
bromo- methoxycoumarin
bromo-hydroxycoumarin
coumarin synthesis
debromination
salicylaldehyde

ASJC Scopus subject areas

Pharmacology
Pharmaceutical Science

Access to Document

10.1248/yakushi1947.115.9_765

Fingerprint Dive into the research topics of 'Synthetic studies on bromocoumarins possessing oxygen function'. Together they form a unique fingerprint.

Cite this

@article{c413c828481844debe2c5d7b707115e7,

title = "Synthetic studies on bromocoumarins possessing oxygen function",

abstract = "The reaction of bromo-methoxysalicylaldehyde (4-6) and bromo- hydroxysalicylaldehyde (18) with carbethoxymethylenetriphenylphosphorane (2) in diethylaniline under reflux gave unexpected debromocoumarins along with an expected bromocoumarin. The oxygen function might facilitate debromination in the process of coumarin synthesis at an elevated temperature.",

keywords = "Wittig reaction, bromo- methoxycoumarin, bromo-hydroxycoumarin, coumarin synthesis, debromination, salicylaldehyde",

author = "H. Nishioka and N. Hayashida and S. Kawabe and T. Harayama",

year = "1995",

doi = "10.1248/yakushi1947.115.9_765",

language = "English",

volume = "115",

pages = "765--772",

journal = "Yakugaku Zasshi",

issn = "0031-6903",

publisher = "Pharmaceutical Society of Japan",

number = "9",

}

TY - JOUR

T1 - Synthetic studies on bromocoumarins possessing oxygen function

AU - Nishioka, H.

AU - Hayashida, N.

AU - Kawabe, S.

AU - Harayama, T.

PY - 1995

Y1 - 1995

N2 - The reaction of bromo-methoxysalicylaldehyde (4-6) and bromo- hydroxysalicylaldehyde (18) with carbethoxymethylenetriphenylphosphorane (2) in diethylaniline under reflux gave unexpected debromocoumarins along with an expected bromocoumarin. The oxygen function might facilitate debromination in the process of coumarin synthesis at an elevated temperature.

AB - The reaction of bromo-methoxysalicylaldehyde (4-6) and bromo- hydroxysalicylaldehyde (18) with carbethoxymethylenetriphenylphosphorane (2) in diethylaniline under reflux gave unexpected debromocoumarins along with an expected bromocoumarin. The oxygen function might facilitate debromination in the process of coumarin synthesis at an elevated temperature.

KW - Wittig reaction

KW - bromo- methoxycoumarin

KW - bromo-hydroxycoumarin

KW - coumarin synthesis

KW - debromination

KW - salicylaldehyde

UR - http://www.scopus.com/inward/record.url?scp=0028849928&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0028849928&partnerID=8YFLogxK

U2 - 10.1248/yakushi1947.115.9_765

DO - 10.1248/yakushi1947.115.9_765

M3 - Article

AN - SCOPUS:0028849928

VL - 115

SP - 765

EP - 772

JO - Yakugaku Zasshi

JF - Yakugaku Zasshi

SN - 0031-6903

IS - 9

ER -

Synthetic studies on bromocoumarins possessing oxygen function

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Cite this