Literature DB >> 24476124

A mild Ni/Cu-catalyzed silylation via C-O cleavage.

Cayetana Zarate1, Ruben Martin.   

Abstract

A Ni/Cu-catalyzed silylation of unactivated C-O electrophiles derived from phenols or benzyl alcohols is described. This transformation is characterized by its wide scope and mild conditions, providing a direct access to synthetically versatile silylated compounds. The protocol allows for the coupling of C(sp(2))-O and even C(sp(3))-O bonds with similar efficiency.

Entities:  

Year:  2014        PMID: 24476124     DOI: 10.1021/ja412107b

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  12 in total

1.  Cross-Coupling and Related Reactions: Connecting Past Success to the Development of New Reactions for the Future.

Authors:  Louis-Charles Campeau; Nilay Hazari
Journal:  Organometallics       Date:  2018-11-27       Impact factor: 3.876

2.  Mechanism and Origins of Ligand-Controlled Stereoselectivity of Ni-Catalyzed Suzuki-Miyaura Coupling with Benzylic Esters: A Computational Study.

Authors:  Shuo-Qing Zhang; Buck L H Taylor; Chong-Lei Ji; Yuan Gao; Michael R Harris; Luke E Hanna; Elizabeth R Jarvo; K N Houk; Xin Hong
Journal:  J Am Chem Soc       Date:  2017-09-07       Impact factor: 15.419

3.  Low-Valent Tungsten Catalysis Enables Site-Selective Isomerization-Hydroboration of Unactivated Alkenes.

Authors:  Tanner C Jankins; Raul Martin-Montero; Phillippa Cooper; Ruben Martin; Keary M Engle
Journal:  J Am Chem Soc       Date:  2021-09-09       Impact factor: 16.383

4.  Transesterification of (hetero)aryl esters with phenols by an Earth-abundant metal catalyst.

Authors:  Jianxia Chen; E Namila; Chaolumen Bai; Menghe Baiyin; Bao Agula; Yong-Sheng Bao
Journal:  RSC Adv       Date:  2018-07-13       Impact factor: 4.036

5.  Silicon-Carbon Bond Formation via Nickel-Catalyzed Cross-Coupling of Silicon Nucleophiles with Unactivated Secondary and Tertiary Alkyl Electrophiles.

Authors:  Crystal K Chu; Yufan Liang; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2016-05-17       Impact factor: 15.419

6.  Nickel-Catalyzed Borylation of Benzylic Ammonium Salts: Stereospecific Synthesis of Enantioenriched Benzylic Boronates.

Authors:  Corey H Basch; Kelsey M Cobb; Mary P Watson
Journal:  Org Lett       Date:  2015-12-17       Impact factor: 6.005

7.  Catalyst-controlled regiodivergent ring-opening C(sp3)-Si bond-forming reactions of 2-arylaziridines with silylborane enabled by synergistic palladium/copper dual catalysis.

Authors:  Youhei Takeda; Kaoru Shibuta; Shohei Aoki; Norimitsu Tohnai; Satoshi Minakata
Journal:  Chem Sci       Date:  2019-07-31       Impact factor: 9.825

8.  Copper-catalyzed silylation of p-quinone methides: new entry to dibenzylic silanes.

Authors:  Aurora López; Alejandro Parra; Carlos Jarava-Barrera; Mariola Tortosa
Journal:  Chem Commun (Camb)       Date:  2015-12-28       Impact factor: 6.222

9.  C-H arylation and alkenylation of imidazoles by nickel catalysis: solvent-accelerated imidazole C-H activation.

Authors:  Kei Muto; Taito Hatakeyama; Junichiro Yamaguchi; Kenichiro Itami
Journal:  Chem Sci       Date:  2015-09-08       Impact factor: 9.825

10.  Defluorosilylation of fluoroarenes and fluoroalkanes.

Authors:  Benqiang Cui; Shichong Jia; Etsuko Tokunaga; Norio Shibata
Journal:  Nat Commun       Date:  2018-10-22       Impact factor: 14.919

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