公开(公告)号：US09162953B2

公开(公告)日：2015-10-20

申请号：US12308985

申请日：2007-07-04

Applicant: Marc Taillefer ,  Ning Xia ,  Armelle Ouali

Inventor： Marc Taillefer ,  Ning Xia ,  Armelle Ouali

IPC: C07C41/16 ,  C07B37/04 ,  C07B41/04 ,  C07B43/04 ,  C07C67/343 ,  C07C249/02 ,  C07D207/267 ,  C07D207/323 ,  C07D209/08 ,  C07D231/12 ,  C07D233/54 ,  C07D233/58 ,  C07D249/06 ,  C07D249/08 ,  C07C2/86

CPC classification number: C07C41/16 ,  C07B37/04 ,  C07B41/04 ,  C07B43/04 ,  C07C2/861 ,  C07C67/343 ,  C07C249/02 ,  C07C2523/72 ,  C07C2531/22 ,  C07D207/267 ,  C07D207/323 ,  C07D209/08 ,  C07D231/12 ,  C07D233/54 ,  C07D233/58 ,  C07D249/06 ,  C07D249/08 ,  C07C15/54 ,  C07C69/612 ,  C07C251/24 ,  C07C43/275 ,  C07C43/29

Abstract: The present invention relates to a process for creating a Carbon-Carbon bond (C—C) or a Carbon-Heteroatom bond (C-HE) by reacting a compound carrying a leaving group with a nucleophilic compound carrying a carbon atom or a heteroatom (HE) that can substitute for the leaving group, creating a C—C or C-HE bond, wherein the reaction takes place in the presence of an effective quantity of a catalytic system comprising iron and copper.

Abstract translation: 本发明涉及通过使带有离去基团的化合物与携带碳原子或杂原子的亲核化合物反应来形成碳 - 碳键（C-C）或碳 - 杂原子键（C-HE）的方法 HE），其可以代替离去基团，产生C-C或C-HE键，其中反应在有效量的包含铁和铜的催化体系的存在下进行。

公开(公告)号：US08927779B2

公开(公告)日：2015-01-06

申请号：US13376999

申请日：2010-06-08

Applicant: Marc Taillefer ,  Anis Tlilli ,  Florian Monnier ,  Ning Xia

Inventor： Marc Taillefer ,  Anis Tlilli ,  Florian Monnier ,  Ning Xia

IPC: C07C37/02 ,  C07B41/02 ,  C07C41/26 ,  C07C45/64 ,  C07C253/30 ,  C07C201/12

CPC classification number: C07C37/02 ,  C07B41/02 ,  C07C41/26 ,  C07C45/64 ,  C07C201/12 ,  C07C253/30 ,  C07C39/07 ,  C07C39/14 ,  C07C39/04 ,  C07C39/15 ,  C07C39/27 ,  C07C39/28 ,  C07C43/23 ,  C07C49/825 ,  C07C255/53 ,  C07C205/22

Abstract: The present invention relates to a method for the hydroxylation of halogen aryl compounds carried out at a temperature lower than 200° C. in the presence of a catalytic system including a copper-based catalyst and a ligand L according to reaction scheme Formula (A), in which: R is selected from the groups having an acceptor inductive effect and the groups having a donor mesomer effect; M is selected from alkaline or alkaline-earth cations; X is a halogen atom; r is between 0 and 5; and the ligand L is selected from compounds having formula I.

Abstract translation: 本发明涉及在根据反应式（A）的方案的包括铜基催化剂和配体L的催化体系存在下，在低于200℃的温度下进行卤代芳基化合物羟基化的方法， 其中：R选自具有受体诱导作用的基团和具有施主介体效应的基团; M选自碱金属或碱土金属阳离子; X是卤原子; r在0和5之间; 配体L选自具有式I的化合物。

公开(公告)号：US20110306782A1

公开(公告)日：2011-12-15

申请号：US12746099

申请日：2008-12-08

Applicant: Marc Taillefer ,  Ning Xia ,  Florian Monnier ,  Anis Tlili

Inventor： Marc Taillefer ,  Ning Xia ,  Florian Monnier ,  Anis Tlili

IPC: C07C41/01 ,  C07C249/02 ,  C07C45/64 ,  C07C201/12 ,  C07C253/30

CPC classification number: B01J31/26 ,  B01J31/1805 ,  B01J31/2204 ,  B01J31/2208 ,  B01J31/2234 ,  B01J31/30 ,  B01J2231/4205 ,  B01J2231/4277 ,  B01J2231/4283 ,  B01J2231/4288 ,  B01J2231/4294 ,  B01J2531/16 ,  B01J2531/842 ,  C07B37/04 ,  C07C41/16 ,  C07C209/62 ,  C07C231/08 ,  C07C249/02 ,  C07C43/275 ,  C07C233/07 ,  C07C211/46 ,  C07C251/24

Abstract: The present invention concerns a process for creating a Carbon-Carbon bond (C—C) or a Carbon-Heteroatom bond (C-HE) by reacting a compound carrying a leaving group with a nucleophilic compound carrying a carbon atom or a heteroatom (HE) that can substitute for the leaving group, creating a C—C or C-HE bond, wherein the reaction takes place in the presence of an effective quantity of a. a catalytic system comprising a ligand and at least a metal-based catalyst, such a metal catalyst being chosen among iron or copper compounds proviso that only a single metal is present.

Abstract translation: 本发明涉及一种通过使带有离去基团的化合物与携带碳原子或杂原子的亲核化合物（HE）反应生成碳 - 碳键（C-C）或碳 - 杂原子键（C-H）的方法 ），可以代替离去基团，产生C-C或C-H键，其中反应在有效量的存在下进行。 包含配体和至少金属基催化剂的催化体系，这种金属催化剂选自铁或铜化合物，条件是仅存在单一金属。

公开(公告)号：US20090240061A1

公开(公告)日：2009-09-24

申请号：US10568850

申请日：2004-07-28

Applicant: Jean-Francis Spindler ,  Marc Taillefer ,  Henri-Jean Cristau ,  Pascal Philippe Cellier ,  Armelle Ouali

Inventor： Jean-Francis Spindler ,  Marc Taillefer ,  Henri-Jean Cristau ,  Pascal Philippe Cellier ,  Armelle Ouali

IPC: C07D231/12 ,  C07C41/01 ,  C07C67/00

CPC classification number: C07D231/12 ,  C07B37/04 ,  C07B41/04 ,  C07C41/16 ,  C07C67/343 ,  C07C69/612 ,  C07C43/275

Abstract: The invention relates to a method for forming a carbon-carbon or carbon-heteroatom bond by reacting an unsaturated compound carrying a leaving group and a nucleophilic compound, in the absence of a ligand. The aim of the invention is especially to form carbon-nitrogen bonds according to a method for the arylation of nitrogenated organic derivatives. According to the inventive method, a carbon-carbon or carbon-heteroatom bond is formed by reacting an unsaturated compound carrying a leaving group with a nucleophilic compound donating a carbon atom or a heteroatom (HE) that can substitute the leaving group, thus forming a C—C or C—HE bond, in the presence of a copper-based catalyst and a base. Said metal is characterised in that the reaction takes place in the absence of a ligand and in a nitrile-type solvent.

Abstract translation: 本发明涉及通过在不存在配体的情况下使带有离去基团的不饱和化合物与亲核化合物反应形成碳 - 碳或碳 - 杂原子键的方法。 本发明的目的是根据氮化有机衍生物的芳基化方法形成碳 - 氮键。 根据本发明的方法，通过使带有离去基团的不饱和化合物与赋予碳原子的亲核化合物或可以代替离去基团的杂原子（HE）反应形成碳 - 碳或碳 - 杂原子键，从而形成 CC或C-HE键，在铜基催化剂和碱的存在下进行。 所述金属的特征在于反应在不存在配体的情况下和腈类溶剂中进行。

公开(公告)号：US07217842B2

公开(公告)日：2007-05-15

申请号：US10472912

申请日：2002-04-12

Applicant: Vincent Schanen ,  Henri-Jean Cristau ,  Marc Taillefer

Inventor： Vincent Schanen ,  Henri-Jean Cristau ,  Marc Taillefer

IPC: C07F9/02 ,  B01J31/00

CPC classification number: B01J31/0239 ,  B01J31/0234 ,  B01J31/0268 ,  B01J31/0271 ,  B01J2231/40 ,  C07B39/00 ,  C07C17/208 ,  C07C201/12 ,  C07F9/065 ,  C07F9/5355 ,  C07C25/13 ,  C07C205/12

Abstract: The invention concerns novel catalysts for aromatic nucleophilic substitution. Said catalysts are compounds of the general formula (I), wherein: R1, R2, R3, R4, R5, and R6, identical or different, are selected among hydrocarbon radicals; the Pn's, advantageously the same, are selected among metalloid elements of column V of a period higher than nitrogen; Z is a metalloid element of column V, advantageously distinct from Pn; preferably a nitrogen (N, P, As, Sb). The invention is applicable to organic synthesis

Abstract translation: 本发明涉及用于芳族亲核取代的新型催化剂。 所述催化剂是通式（I）的化合物，其中：R 1，R 2，R 3，R 4， R 5，R 5和R 6相同或不同，选自烃基; 有利地相同的Pn选自高于氮的时期的第V列的类金属元素; Z是第V列的类金属元素，有利地与Pn不同; 优选氮（N，P，As，Sb）。 本发明适用于有机合成

公开(公告)号：US20070225524A1

公开(公告)日：2007-09-27

申请号：US11784472

申请日：2007-04-06

Applicant: Vincent Schanen ,  Henri-Jean Cristau ,  Marc Taillefer

Inventor： Vincent Schanen ,  Henri-Jean Cristau ,  Marc Taillefer

IPC: C07F9/02 ,  B01J31/00

CPC classification number: B01J31/0239 ,  B01J31/0234 ,  B01J31/0268 ,  B01J31/0271 ,  B01J2231/40 ,  C07B39/00 ,  C07C17/208 ,  C07C201/12 ,  C07F9/065 ,  C07F9/5355 ,  C07C25/13 ,  C07C205/12

Abstract: The invention concerns novel catalysts for aromatic nucleophilic substitution. Said catalysts are compounds of the general formula (I), wherein: R1, R2, R3, R4, R5, and R6, identical or different, are selected among hydrocarbon radicals; the Pn's, advantageously the same, are selected among metalloid elements of column V of a period higher than nitrogen; Z is a metalloid element of column V, advantageously distinct from Pn; preferably a nitrogen (N, P, As, Sb). The invention is applicable to organic synthesis.

Abstract translation: 本发明涉及用于芳族亲核取代的新型催化剂。 所述催化剂是通式（I）的化合物，其中：R 1，R 2，R 3，R 4， R 5，R 5和R 6相同或不同，选自烃基; 有利地相同的Pn选自高于氮的时期的第V列的类金属元素; Z是第V列的类金属元素，有利地与Pn不同; 优选氮（N，P，As，Sb）。 本发明适用于有机合成。

公开(公告)号：US20120157704A1

公开(公告)日：2012-06-21

申请号：US13376999

申请日：2010-06-08

Applicant: Marc Taillefer ,  Anis Tlilli ,  Florian Monnier ,  Ning Xia

Inventor： Marc Taillefer ,  Anis Tlilli ,  Florian Monnier ,  Ning Xia

IPC: C07C37/02 ,  C07C41/26 ,  C07C253/30 ,  C07C205/22 ,  C07C45/64

CPC classification number: C07C37/02 ,  C07B41/02 ,  C07C41/26 ,  C07C45/64 ,  C07C201/12 ,  C07C253/30 ,  C07C39/07 ,  C07C39/14 ,  C07C39/04 ,  C07C39/15 ,  C07C39/27 ,  C07C39/28 ,  C07C43/23 ,  C07C49/825 ,  C07C255/53 ,  C07C205/22

Abstract: The present invention relates to a method for the hydroxylation of halogen aryl compounds carried out at a temperature lower than 200° C. in the presence of a catalytic system including a copper-based catalyst and a ligand L according to reaction scheme Formula (A), in which: R is selected from the groups having an acceptor inductive effect and the groups having a donor mesomer effect; M is selected from alkaline or alkaline-earth cations; X is a halogen atom; r is between 0 and 5; and the ligand L is selected from compounds having formula I.

Abstract translation: 本发明涉及在根据反应式（A）的方案的包括铜基催化剂和配体L的催化体系存在下，在低于200℃的温度下进行卤代芳基化合物羟基化的方法， 其中：R选自具有受体诱导作用的基团和具有施主介体效应的基团; M选自碱金属或碱土金属阳离子; X是卤原子; r在0和5之间; 配体L选自具有式I的化合物。

公开(公告)号：US20080194886A1

公开(公告)日：2008-08-14

申请号：US12103543

申请日：2008-04-15

Applicant: Vincent Schanen ,  Henri-Jean Cristau ,  Marc Taillefer

Inventor： Vincent Schanen ,  Henri-Jean Cristau ,  Marc Taillefer

IPC: C07C205/06 ,  C07C25/13

CPC classification number: B01J31/0239 ,  B01J31/0234 ,  B01J31/0268 ,  B01J31/0271 ,  B01J2231/40 ,  C07B39/00 ,  C07C17/208 ,  C07C201/12 ,  C07F9/065 ,  C07F9/5355 ,  C07C25/13 ,  C07C205/12

Abstract: The invention concerns novel catalysts for aromatic nucleophilic substitution. Said catalysts are compounds of the general formula (I), wherein: R1, R2, R3, R4, R5, and R6, identical or different, are selected among hydrocarbon radicals; the Pn's, advantageously the same, are selected among metalloid elements of column V of a period higher than nitrogen; Z is a metalloid element of column V, advantageously distinct from Pn; preferably a nitrogen (N, P, As, Sb). The invention is applicable to organic synthesis.

Abstract translation: 本发明涉及用于芳族亲核取代的新型催化剂。 所述催化剂是通式（I）的化合物，其中：R 1，R 2，R 3，R 4， R 5，R 5和R 6相同或不同，选自烃基; 有利地相同的Pn选自高于氮的时期的第V列的类金属元素; Z是第V列的类金属元素，有利地与Pn不同; 优选氮（N，P，As，Sb）。 本发明适用于有机合成。

公开(公告)号：US06960665B2

公开(公告)日：2005-11-01

申请号：US10159506

申请日：2002-05-31

Applicant: Pascal Philippe Cellier ,  Henri-Jean Cristau ,  Jean-Francis Spindler ,  Marc Taillefer

Inventor： Pascal Philippe Cellier ,  Henri-Jean Cristau ,  Jean-Francis Spindler ,  Marc Taillefer

IPC: C07D295/02 ,  C07B37/04 ,  C07B41/04 ,  C07B43/00 ,  C07B61/00 ,  C07C41/01 ,  C07C43/263 ,  C07C269/06 ,  C07C271/28 ,  C07D209/08 ,  C07D231/12 ,  C07D233/58 ,  C07D263/22 ,  C07D231/10

CPC classification number: C07B37/04 ,  B01J31/2243 ,  B01J2231/4283 ,  B01J2531/16

Abstract: The present invention concerns a process for arylating or vinylating or alkynating a nucleophilic compound. More particularly, the invention concerns arylating nitrogent-containing organic derivatives. The arylating or vinylating or alkynating process of the invention consists of reacting a nucleophilic compound with a compound carrying a leaving group and is characterized in that the reaction is carried out in the presence of an effective quantity of a catalyst based on a metallic element M selected from groups (VIII), (Ib) and (IIb) of the periodic table and at least one at least bidentate ligand comprising at least two chelating atoms, namely at least one oxygen atom and at least one nitrogen atom.

Abstract translation: 本发明涉及对亲核化合物进行芳基化或乙烯化或炔化的方法。 更具体地说，本发明涉及含芳基化的含氮有机衍生物。 本发明的芳基化或乙烯化或炔化方法包括使亲核化合物与携带离去基团的化合物反应，其特征在于反应在选择的金属元素M的有效量的催化剂存在下进行 包括至少一个至少两个螯合原子，即至少一个氧原子和至少一个氮原子的至少二齿配位体。