2013 Fiscal Year Final Research Report
Investigation of tandem reaction using advantage of the characteristics of the unsaturated bond
Project/Area Number |
23590032
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Research Category |
Grant-in-Aid for Scientific Research (C)
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Allocation Type | Multi-year Fund |
Section | 一般 |
Research Field |
Chemical pharmacy
|
Research Institution | Hiroshima International University |
Principal Investigator |
YANADA Reiko 広島国際大学, 薬学部, 教授 (80239821)
|
Co-Investigator(Kenkyū-buntansha) |
OKAMOTO Noriko 広島国際大学, 薬学部, 助教 (40535580)
|
Co-Investigator(Renkei-kenkyūsha) |
TAKEDA Kei 広島大学, 大学院医歯薬学総合研究科, 教授 (30135032)
|
Project Period (FY) |
2011 – 2013
|
Keywords | 酸アミド / ジヒドロキノロン / エニルアセテート / 多置換フラン / 三重結合切断 |
Research Abstract |
Various trans-2,3-disubstituted-2,3-dihydro-4-quinolones have been synthesized via tandem Hofmann-type rearrangement, nucleophilic addition of alcohols to the isocyanate intermediates, intermolecular [2+2]-cycloaddition, and intramolecular aminocyclization. Multisubstituted furans were readily prepared from (Z)- or (E)-conjugated enynyl acetates with NXS under metal-free conditions via the same haloallenyl ketone intermediates. A new cleavage reaction of carbon-carbon triple bonds proceeds efficiently with NIS and TMSN3, giving the corresponding nitriles in moderate to good yields.
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