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Title:
アルコールのフルオラス求核置換反応および反応に使用する求核試薬
Document Type and Number:
Japanese Patent JP4242764
Kind Code:
B2
Abstract:
A method of effecting a nucleophilic substitution of an alcohol to produce a target product includes the steps of: reacting the alcohol and a nucleophile with an azodicarboxylate and a phosphine. At least one of the azodicarboxylate and the phosphine includes at least one fluorous tag. In several embodiments, the azodicarboxylate includes at least one fluorous tag, and the phosphine includes at least one fluorous tag. A compound has the formula:In the above formula n1, n2, n3, n4, n5, n6, n7, n8, n9 and n10 are independently 1 or 0. X<1>, X<2>, X<3>, X<4>, X<5>, X<6>, X<7>, X<8>, X<9>, X<10>, X<11>, X<12>, X<13>, X<14>, X<15>, X<16>, X<17>, X<18>, X<19 >and X<20 >are independently H, F, Cl, an alkyl group, an aryl group or an alkoxy group. R<1>, R<2>, R<3>, R<4>, R<5>, R<6>, R<7>, R<8>, R<9>, R<10>, R<11>, R<12>, R<13>, R<14>, R<15 >and R<16 >are independently H, F, Cl, an alkyl group, an alkoxy group, a thioalkyl group, a dialkylamino group, a nitro group, a cyano group, a perfluoroalkyl group, a hydrofluoroalkyl group, a fluorinated ether group, a fluorinated amine group, O-Rf<1>, S-Rf<2>, or -N(Rf<3>)(R<22>), wherein R<22 >is an alkyl group or Rf<4>, and wherein Rf<1>, Rf<2>, Rf<3 >and Rf<4 >are independently a fluorous group selected from the group of a perfluoroalkyl group, a hydrofluoroalkyl group, a fluorinated ether group or a fluorinated amine group. At least one of R<1>, R<2>, R<3>, R<4>, R<5>, R<6>, R<7>, R<8>, R<9>, R<10>, R<11>, R<12>, R<13>, R<14>, R<15 >or R<16 >is O-Rf<1>, S-Rf<2>, -N(Rf<3>)(R<22>), a perfluoroalkyl group, a hydrofluoroalkyl group, a

Inventors:
Curan dennis pie
Danda Pani Shiva Raman
Application Number:
JP2003521175A
Publication Date:
March 25, 2009
Filing Date:
August 15, 2002
Export Citation:
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Assignee:
University of Pittsburgh
International Classes:
C07B63/00; C07D209/48; C07B41/12; C07B61/00; C07C67/08; C07C69/76; C07C201/12; C07C205/56; C07C205/57; C07C281/02; C07C281/20; C07C303/40; C07C311/53
Other References:
Tetrahedron,2002年 5月13日,Vol.58, No.20,p.3855-p.3864
Bioorganic & Medicinal Chemistry Letters,1998年 9月 8日,Vol.8, No.17,p.2385-p.2390
Attorney, Agent or Firm:
Sadao Kumakura
Nobuo Ogawa
Atsushi Hakoda
Kenji Asai
Koji Hirayama