Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Cobalt-Catalyzed Coupling of Benzoic Acid C-H Bonds with Alkynes, Styrenes, and 1,3-Dienes.

Literature DB >> 29319216

Cobalt-Catalyzed Coupling of Benzoic Acid C-H Bonds with Alkynes, Styrenes, and 1,3-Dienes.

Tung Thanh Nguyen¹, Liene Grigorjeva¹, Olafs Daugulis¹.

Abstract

A method for cobalt-catalyzed, carboxylate-directed functionalization of arene C-H bonds is reported. Alkynes, styrenes, and 1,3-dienes can be coupled with benzoic acids to provide cyclic products in good yields. The reactions proceed in the presence of a cobalt(II) hexafluoroacetylacetonate catalyst, (TMS)2 NH base, Ce(SO4 )2 cooxidant, and oxygen oxidant.

Entities: Chemical Gene

Keywords: C−H activation; alkenylation; benzoic acid; cobalt; olefin

Mesh：

Substances：

Year: 2018 PMID： 29319216 PMCID： PMC5788714 DOI： 10.1002/anie.201711968

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

55 in total

1. Auxiliary-assisted palladium-catalyzed arylation and alkylation of sp2 and sp3 carbon-hydrogen bonds.

Authors: Dmitry Shabashov; Olafs Daugulis
Journal: J Am Chem Soc Date: 2010-03-24 Impact factor: 15.419

2. C-H functionalization logic in total synthesis.

Authors: Will R Gutekunst; Phil S Baran
Journal: Chem Soc Rev Date: 2011-02-07 Impact factor: 54.564

3. Palladium-Catalyzed Transformations of Alkyl C-H Bonds.

Authors: Jian He; Masayuki Wasa; Kelvin S L Chan; Qian Shao; Jin-Quan Yu
Journal: Chem Rev Date: 2016-12-02 Impact factor: 60.622

4. Aminoquinoline-directed, cobalt-catalyzed carbonylation of sulfonamide sp² C-H bonds.

Authors: Tung Thanh Nguyen; Liene Grigorjeva; Olafs Daugulis
Journal: Chem Commun (Camb) Date: 2017-05-04 Impact factor: 6.222

5. The use of carboxylic acids as traceless directing groups for regioselective C-H bond functionalisation.

Authors: Marc Font; Jacob M Quibell; Gregory J P Perry; Igor Larrosa
Journal: Chem Commun (Camb) Date: 2017-05-18 Impact factor: 6.222

6. Regioselectivity-switchable hydroarylation of styrenes.

Authors: Ke Gao; Naohiko Yoshikai
Journal: J Am Chem Soc Date: 2010-12-15 Impact factor: 15.419

7. Nickel-catalyzed direct alkylation of C-H bonds in benzamides and acrylamides with functionalized alkyl halides via bidentate-chelation assistance.

Authors: Yoshinori Aihara; Naoto Chatani
Journal: J Am Chem Soc Date: 2013-04-01 Impact factor: 15.419

8. Low-valent cobalt catalysis: new opportunities for C-H functionalization.

Authors: Ke Gao; Naohiko Yoshikai
Journal: Acc Chem Res Date: 2014-02-27 Impact factor: 22.384

9. Distinct reactivity of Pd(OTs)2: the intermolecular Pd(II)-catalyzed 1,2-carboamination of dienes.

Authors: Chris E Houlden; Chris D Bailey; J Gair Ford; Michel R Gagné; Guy C Lloyd-Jones; Kevin I Booker-Milburn
Journal: J Am Chem Soc Date: 2008-07-10 Impact factor: 15.419

10. Synthesis of aryl ethers from benzoates through carboxylate-directed C-H-activating alkoxylation with concomitant protodecarboxylation.

Authors: Sukalyan Bhadra; Wojciech I Dzik; Lukas J Gooßen
Journal: Angew Chem Int Ed Engl Date: 2013-01-31 Impact factor: 15.336

2 in total

1. Rhodium^III-catalyzed remote difunctionalization of arenes assisted by a relay directing group.

Authors: Lincong Sun; Yuyao Zhao; Bingxian Liu; Junbiao Chang; Xingwei Li
Journal: Chem Sci Date: 2022-05-30 Impact factor: 9.969

2. Rhodium(III)-Catalyzed Intramolecular Annulations of Acrylic and Benzoic Acids to Alkynes.

Authors: David F Fernández; Noelia Casanova; José Luis Mascareñas; Moisés Gulías
Journal: ACS Omega Date: 2019-04-04

2 in total