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Literature DB >> 26063600

Ru-Catalyzed Regioselective CH-Hydroarylation of Alkynes with Benzylthioethers Using Sulfur as Directing Group.

Pedro Villuendas¹, Esteban P Urriolabeitia¹.

Abstract

Benzylthioethers react with internal alkynes in the presence of catalytic amounts of [Ru(cymene)Cl2]2 to give the corresponding ortho-alkenylated species, using sulfur as the sole directing group. The reaction is regiospecific, tolerates different substituents at both the sulfur and the aryl ring, and proceeds very efficiently with a large variety of electron-rich alkynes.

Entities: Chemical

Year: 2015 PMID： 26063600 DOI： 10.1021/acs.orglett.5b01552

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

7 in total

1. Ir(iii)-catalyzed thioether directed arene C-H alkenylation.

Authors: Chen Li; Xian Chen; Rui-Peng Bao; Dong-Li Li; Kun Zhang; Dong-Hui Wang
Journal: RSC Adv Date: 2019-09-24 Impact factor: 4.036

2. Ni-catalyzed hydroarylation of alkynes with unactivated β-C(sp²)-H bonds.

Authors: Shao-Long Qi; Yu-Peng Liu; Yi Li; Yu-Xin Luan; Mengchun Ye
Journal: Nat Commun Date: 2022-05-26 Impact factor: 17.694

Review 3. A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors: Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal: Chem Soc Rev Date: 2018-08-28 Impact factor: 54.564

4. Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon-sulfur and carbon-hydrogen bonds.

Authors: Mamoru Tobisu; Yoshihiro Masuya; Katsuaki Baba; Naoto Chatani
Journal: Chem Sci Date: 2016-01-21 Impact factor: 9.825

Ru-Catalyzed Regioselective CH-Hydroarylation of Alkynes with Benzylthioethers Using Sulfur as Directing Group.

1. Ir(iii)-catalyzed thioether directed arene C-H alkenylation.

2. Ni-catalyzed hydroarylation of alkynes with unactivated β-C(sp²)-H bonds.

Review 3. A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

4. Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon-sulfur and carbon-hydrogen bonds.

5. Broad-Scope Rh-Catalyzed Inverse-Sonogashira Reaction Directed by Weakly Coordinating Groups.

6. Mild, Selective Ru-Catalyzed Deuteration Using D₂ O as a Deuterium Source.

Review 7. Transition-metal-catalyzed remote C-H functionalization of thioethers.

Ru-Catalyzed Regioselective CH-Hydroarylation of Alkynes with Benzylthioethers Using Sulfur as Directing Group.

1. Ir(iii)-catalyzed thioether directed arene C-H alkenylation.

2. Ni-catalyzed hydroarylation of alkynes with unactivated β-C(sp2)-H bonds.

Review 3. A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

4. Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon-sulfur and carbon-hydrogen bonds.

5. Broad-Scope Rh-Catalyzed Inverse-Sonogashira Reaction Directed by Weakly Coordinating Groups.

6. Mild, Selective Ru-Catalyzed Deuteration Using D2 O as a Deuterium Source.

Review 7. Transition-metal-catalyzed remote C-H functionalization of thioethers.

2. Ni-catalyzed hydroarylation of alkynes with unactivated β-C(sp²)-H bonds.

6. Mild, Selective Ru-Catalyzed Deuteration Using D₂ O as a Deuterium Source.