发明名称 Phosphine ligands for catalytic reactions
摘要 The disclosure is directed to: (a) phosphacycle ligands; (b) methods of using such phosphacycle ligands in bond forming reactions; and (c) methods of preparing phosphacycle ligands.
申请公布号 US9266913(B2) 申请公布日期 2016.02.23
申请号 US201414467625 申请日期 2014.08.25
申请人 AbbVie Inc. 发明人 Shekhar Shashank;Franczyk Thaddeus S.;Barnes David M.;Dunn Travis B.;Haight Anthony R.;Chan Vincent S.
分类号 C07F9/6568;C07F9/6571;B01J31/24;C07D239/54;C07F9/6503;C07F9/655;C07C1/30;C07C15/14;C07C41/09;C07C201/10;C07C273/18;C07C315/04;C07C319/18;C07D209/34;C07D295/033;C07F5/02;C07F9/40;C07F9/6584 主分类号 C07F9/6568
代理机构 Neal, Gerber & Eisenberg LLP 代理人 Neal, Gerber & Eisenberg LLP ;O'Connor, Esq. Kevin A.
主权项 1. A compound having a structure corresponding to formula (I), wherein Ar1 and Ar2 are each independently aryl or heteroaryl, and wherein Ar1 and Ar2 are each independently optionally substituted with one or more R1 and R2, respectively; R1 and R2 are independently selected at each occurrence from the group consisting of hydrogen; amino; hydroxyl; cyano; halo; alkyl; alkenyl; alkynyl; haloalkyl; haloalkoxy; oxoalkyl; alkoxy; aryloxy; heteroaryloxy; arylamino; heteroarylamino; alkylamino; dialkylamino; cycloalkyl optionally substituted with alkyl, alkenyl, alkynyl, alkoxy, cyano, halo, haloalkyl or haloalkoxy; cycloalkyloxy optionally substituted with alkyl, alkenyl, alkynyl, alkoxy, cyano, halo, haloalkyl or haloalkoxy; 5- or 6-membered heteroaryl optionally substituted with alkyl, alkenyl, alkynyl, alkoxy, cyano, halo, haloalkyl or haloalkoxy; phenyl optionally substituted with alkyl, alkenyl, alkynyl, alkoxy, cyano, halo, haloalkyl or haloalkoxy; hydroxyalkyl; hydroxyalkoxy; alkoxyalkyl; aminoalkyl; N-alkylaminoalkyl; N,N-dialkylaminoalkyl; N,N,N-trialkylammoniumalkyl; L1-C(O)—OR1′, L1-P(O)—(OR1′)2, or L1-S(O)2—OR1′, wherein L1 is a bond or alkylene, and R1′ is selected from the group consisting of hydrogen, alkyl and hydroxyalkyl; L2-O—C(O)—R2′, wherein L2 is a bond or alkylene, and R2′ is alkyl or hydroxyalkyl; L3-C(O)—NR3′R4′, wherein L3 is a bond or alkylene, and R3′ and R4′ are each independently selected from the group consisting of hydrogen, alkyl, and hydroxyalkyl; L4-NR5′—C(O)—R6′, wherein L4 is a bond or alkylene, R5′ is hydrogen or alkyl, and R6′ is alkyl or hydroxyalkyl; sulfamoyl; N-(alkyl)sulfamoyl; N,N-(dialkyl)sulfamoyl; sulfonamide; sulfate; alkylthio; thioalkyl; and a ring containing an alkylene or —O—(CH2)m—O— formed by the joining together of any two R1 or any two R2 or an R1 and an R2 , wherein m is 1, 2, 3 or 4; X is a phosphine of formula (Ie), or a salt thereof,wherein Q1 is selected from the group consisting of a bond; —O—, —S—, —N(R21)—, ═C(R22)—, and —C(R23)(R24)—; Q2 is selected from the group consisting of a bond, —O—, —S—, —N(R25)—, ═C(R26)—, and —C(R27)(R28)—; Q3 is selected from the group consisting of a bond, —O—, —S—, —N(R29)—, ═C(R30)—, and —C(R32)(R30)—; Q4 is selected from the group consisting of a bond, —O—, —S—, —N(R33)—, ═C(R34)—, and —C(R35)(R36)—; Q5 is selected from the group consisting of a bond, —O—, —S—, —N(R37)—, ═C(R38)—, and —C(R39)(R40)and at least one of Q1, Q2, Q3, and Q5 is not a bond; or two of Q1, Q2, Q3, Q4, or Q5 together form a carbonyl; an exocyclic double bond optionally substituted with alkyl, alkenyl, aryl, cycloalkyl, heterocyclyl, or heteroaryl; or a 3-8-membered spiro ring containing zero, one, or two hetero ring atoms, optionally substituted with alkyl, alkenyl, alkynyl, alkoxy, cyano, halo, haloalkyl or haloalkoxy; as to R10, R11, R12, and R13, i. R10 or R11 together with R12 or R13 form a ring; or ii. R10and R11 together with the carbon atom to which they are attached form a spirocyclic ring and/or R12 and R13 together with the carbon atom to which they are attached form a spirocyclic ring; or iii. R10, R11, R12, and R13 do not form a ring, wherein R10, R11, R12 and R13 are each independently selected from the group consisting of alkyl; alkenyl; haloalkyl; alkynyl; oxoalkyl; cycloalkyl optionally substituted with alkyl, alkenyl, alkynyl, alkoxy, cyano, halo, haloalkyl or haloalkoxy; heterocyclyl optionally substituted with alkyl, alkenyl, alkynyl, alkoxy, cyano, halo, haloalkyl or haloalkoxy; heteroaryl optionally substituted with alkyl, alkenyl, alkynyl, alkoxy, cyano, halo, haloalkyl or haloalkoxy; phenyl optionally substituted with alkyl, alkenyl, alkynyl, alkoxy, cyano, halo, haloalkyl or haloalkoxy; hydroxyalkyl; alkoxyalkyl; aminoalkyl; N-alkylaminoalkyl; N,N-dialkylaminoalkyl; N,N,N-trialkylammoniumalkyl; thioalkyl; L13-C(O)—OR14′, L13-P(O)—(OR14′)2, or L13-S(O)2—OR14′, wherein L13 is a bond or alkylene, and R14′ is selected from the group consisting of hydrogen, alkyl and hydroxyalkyl; L15-O—C(O)—R16′, wherein L15 is alkylene and R16′ is alkyl or hydroxyalkyl; L17-C(O)—NR18′R19′, wherein L17 is a bond or alkylene, and R18′ and R19′ are each independently selected from the group consisting of hydrogen, alkyl, and hydroxyalkyl ; and L20-NR21′—C(O)—R22′, wherein L20 is alkylene, R21′ is hydrogen or alkyl, and R22′ is alkyl or hydroxyalkyl; and R21-R40 are, at each occurrence, independently selected from the group consisting of hydrogen, halo, fluoro, alkyl, haloalkyl, fluoroalkyl, alkenyl, alkynyl, alkyloxy, N-alkylamino, N,N-dialkylamino, N,N,N-trialkylammoniumalkyl; substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted heteroaryl, substituted or unsubstituted phenyl; hydroxyalkyl; alkoxyalkyl; aminoalkyl; N-alkylaminoalkyl; N,N-dialkylaminoalkyl; N,N,N-trialkylammoniumalkyl; L1-C(O)—OR1′, L1-P(O)—(OR1′)2, or L1-S(O)2—OR1′ where R1′ is hydrogen, alkyl or hydroxyalkyl and L1 is a bond or alkylene; L2-O—C(O)—R2′ where R2′ is alkyl or hydroxyalkyl and L2 is a bond or alkylene; L3-C(O)—NR3′R4′ where R3′ and R4′ are independently selected from H, alkyl, and hydroxyalkyl and wherein L3 is a bond or alkylene; L4-NR5′—C(O)—R6′ wherein R5′ is selected from H and alkyl, R6′ is selected from alkyl and hydroxyalkyl, and L4 is a bond or alkylene; and alkylthio; or additionally one or more of R21-R40 form a ring with another of R10, R11, R12, R13, and R21-R40.
地址 North Chicago IL US