Az l-(2,4,6-tri-izopropiIfeniI-)3-metiI-2,5-dihidro-lH-foszfol-1-oxid szelektfv âtalakîtâsai gyürübövftesi reakciökban

Forintos Henrietta, G. Keglevich

Research output: Contribution to journalArticle

Abstract

Selective transformations during the ring enlargement of a l-(2,4,6-triisopropylphenyl)-2,5-dihydro-lH-phosphole 1-oxide. Dichlorocyclopropanation of 1-(2,4,6-triisopropylphenyl)-2,5-dihydro-lH-phosphole oxid with dichlorocarbene generated from chloroform by aqueous sodium hydroxide under phase transfer catalysis gave adduct 6A in a selectivity of 80%. The use of sodium trichloroacetate as the precursore of dichlorocarbene resulted in, however, the exclusive formation of the other isomer (6B). The base- and thermo-induced cyclopropane ring opening of the adducts (6) led, surprisingly, to distinct dihydrophosphinine isomers (7 and 8, respectivelly) in a fully selective manner.

Original languageHungarian
Pages (from-to)544-549
Number of pages6
JournalMagyar Kemiai Folyoirat, Kemiai Kozlemenyek
Volume107
Issue number12
Publication statusPublished - 2001

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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title = "Az l-(2,4,6-tri-izopropiIfeniI-)3-metiI-2,5-dihidro-lH-foszfol-1-oxid szelektfv {\^a}talak{\^i}t{\^a}sai gy{\"u}r{\"u}b{\"o}vftesi reakci{\"o}kban",
abstract = "Selective transformations during the ring enlargement of a l-(2,4,6-triisopropylphenyl)-2,5-dihydro-lH-phosphole 1-oxide. Dichlorocyclopropanation of 1-(2,4,6-triisopropylphenyl)-2,5-dihydro-lH-phosphole oxid with dichlorocarbene generated from chloroform by aqueous sodium hydroxide under phase transfer catalysis gave adduct 6A in a selectivity of 80{\%}. The use of sodium trichloroacetate as the precursore of dichlorocarbene resulted in, however, the exclusive formation of the other isomer (6B). The base- and thermo-induced cyclopropane ring opening of the adducts (6) led, surprisingly, to distinct dihydrophosphinine isomers (7 and 8, respectivelly) in a fully selective manner.",
author = "Forintos Henrietta and G. Keglevich",
year = "2001",
language = "Hungarian",
volume = "107",
pages = "544--549",
journal = "Magyar Kemiai Folyoirat, Kemiai Kozlemenyek",
issn = "1418-9933",
publisher = "Magyar Kemikusok Egyesulete/Hungarian Chemical Society",
number = "12",

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TY - JOUR

T1 - Az l-(2,4,6-tri-izopropiIfeniI-)3-metiI-2,5-dihidro-lH-foszfol-1-oxid szelektfv âtalakîtâsai gyürübövftesi reakciökban

AU - Henrietta, Forintos

AU - Keglevich, G.

PY - 2001

Y1 - 2001

N2 - Selective transformations during the ring enlargement of a l-(2,4,6-triisopropylphenyl)-2,5-dihydro-lH-phosphole 1-oxide. Dichlorocyclopropanation of 1-(2,4,6-triisopropylphenyl)-2,5-dihydro-lH-phosphole oxid with dichlorocarbene generated from chloroform by aqueous sodium hydroxide under phase transfer catalysis gave adduct 6A in a selectivity of 80%. The use of sodium trichloroacetate as the precursore of dichlorocarbene resulted in, however, the exclusive formation of the other isomer (6B). The base- and thermo-induced cyclopropane ring opening of the adducts (6) led, surprisingly, to distinct dihydrophosphinine isomers (7 and 8, respectivelly) in a fully selective manner.

AB - Selective transformations during the ring enlargement of a l-(2,4,6-triisopropylphenyl)-2,5-dihydro-lH-phosphole 1-oxide. Dichlorocyclopropanation of 1-(2,4,6-triisopropylphenyl)-2,5-dihydro-lH-phosphole oxid with dichlorocarbene generated from chloroform by aqueous sodium hydroxide under phase transfer catalysis gave adduct 6A in a selectivity of 80%. The use of sodium trichloroacetate as the precursore of dichlorocarbene resulted in, however, the exclusive formation of the other isomer (6B). The base- and thermo-induced cyclopropane ring opening of the adducts (6) led, surprisingly, to distinct dihydrophosphinine isomers (7 and 8, respectivelly) in a fully selective manner.

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