Ruthenium-Catalyzed C-H/N-O Bond Functionalization: Green Isoquinolone Syntheses in Water

被引：318

作者：

Ackermann, Lutz ^{[1
]}

Fenner, Sabine ^{[1
]}

机构：

[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 24期

关键词：

DIRECT ARYLATIONS; ROOM-TEMPERATURE; H ACTIVATION; HETEROCYCLES; DERIVATIVES; PALLADIUM; ALKYNES; ARENES; OXIDES;

D O I：

10.1021/ol202861k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ruthenium-catalyzed isoquinolone syntheses with ample scope were accomplished through carboxylate assistance in environmentally benign water as a reaction medium. The high chemoselectivity of the ruthenium(II) carboxylate complex also set the stage for the direct use of free hydroxamic acids for annulations of alkynes.

引用

页码：6548 / 6551

页数：4

共 54 条

[1] Phosphine oxides as preligands in ruthenium-catalyzed arylations via C-H bond functionalization using aryl chlorides
Ackermann, L
[J]. ORGANIC LETTERS, 2005, 7 (14) : 3123 - 3125
[2] Ruthenium-Catalyzed Oxidative C-H Bond Alkenylations in Water: Expedient Synthesis of Annulated Lactones
Ackermann, Lutz
Pospech, Jola
[J]. ORGANIC LETTERS, 2011, 13 (16) : 4153 - 4155
[3] Ruthenium-Catalyzed Oxidative Annulation by Cleavage of C-H/N-H Bonds
Ackermann, Lutz
Lygin, Alexander V.
Hofmann, Nora
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (28) : 6379 - 6382
[4] Ruthenium-Catalyzed Oxidative Synthesis of 2-Pyridones through C-H/N-H Bond Functionalizations
Ackermann, Lutz
Lygin, Alexander V.
Hofmann, Nora
[J]. ORGANIC LETTERS, 2011, 13 (12) : 3278 - 3281
[5] Carboxylate-Assisted Transition-Metal-Catalyzed C-H Bond Functionalizations: Mechanism and Scope
Ackermann, Lutz
[J]. CHEMICAL REVIEWS, 2011, 111 (03) : 1315 - 1345
[6] Carboxylate-Assisted Ruthenium-Catalyzed Direct Alkylations of Ketimines
Ackermann, Lutz
Hofmann, Nora
Vicente, Ruben
[J]. ORGANIC LETTERS, 2011, 13 (07) : 1875 - 1877
[7] Mechanistic Insight into Direct Arylations with Ruthenium(II) Carboxylate Catalysts
Ackermann, Lutz
Vicente, Ruben
Potukuchi, Harish K.
Pirovano, Valentina
[J]. ORGANIC LETTERS, 2010, 12 (21) : 5032 - 5035
[8] Regioselective syntheses of fully-substituted 1,2,3-triazoles: the CuAAC/C-H bond functionalization nexus
Ackermann, Lutz
Potukuchi, Harish Kumar
[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (20) : 4503 - 4513
[9] Metal-catalyzed direct alkylations of (hetero)arenes via C-H bond cleavages with unactivated alkyl halides
Ackermann, Lutz
[J]. CHEMICAL COMMUNICATIONS, 2010, 46 (27) : 4866 - 4877
[10] Transition-Metal-Catalyzed Direct Arylation of (Hetero)Arenes by C-H Bond Cleavage
Ackermann, Lutz
Vicente, Ruben
Kapdi, Anant R.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (52) : 9792 - 9826

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