Rh(III)-Catalyzed Aminoalkylation of Alkenes with Diazo Compounds toward Functionalized Isoindolinones DOI

Yuying Liu,

Zi-hua Fu,

Chao Yang

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(11), P. 3505 - 3505

Published: Jan. 1, 2024

Language: Английский

Experimental and computational journey on transition-metal-catalyzed C H functionalization with fluorinated π-systems DOI
Zhongyi Zeng, Huiying Xu, Hui Gao

et al.

Coordination Chemistry Reviews, Journal Year: 2024, Volume and Issue: 522, P. 216244 - 216244

Published: Sept. 24, 2024

Language: Английский

Citations

4
Pushing the limits of electronic donation for cis-chelating ligands via an alliance of phosphonium ylide and anionic abnormal NHC DOI Creative Commons
Mustapha El Kadiri,

Abdelhaq Cherradi,

Oleg A. Filippov

et al.

Chemical Communications, Journal Year: 2025, Volume and Issue: 61(13), P. 2778 - 2781

Published: Jan. 1, 2025

The grafting of a -(CH2)2PR3+ moiety on an NHC ligand backbone in the Mn(I) complex [Cp(CO)2Mn(IMes)] followed by double deprotonation opens route to bidentate ligands with extreme electron-donating character. Such remarkable electronic properties can even allow intramolecular sp2 C-H functionalization typically inert square-planar Rh(I) dicarbonyl complexes.

Language: Английский

Citations

0
An Intramolecular Minisci Reaction in Aqueous Media Using Langlois’ Reagent DOI
Jing Li, Wengui Wang, Shoufeng Wang

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 10, 2025

A trifluoromethylpyridylation of unactivated alkenes in aqueous solution under open air is reported. This process allows the incorporation trifluoromethyl and construction pyridines annulated to saturated cycles via an intramolecular Minisci reaction using Langlois' reagent (CF3SO2Na) as a source. Extrusion from not required. broad functional group tolerance observed. series five-, six-, seven-membered are obtained, exhibiting great potential application preparation diversified pyridines.

Language: Английский

Citations

0
Catalytic Enantioselective [4+1]-Annulation of Carboxylic Acids with Cyclopropenes DOI

Marimuthu Bakkiyaraj,

Pazhamalai Anbarasan

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 12, 2025

An efficient asymmetric synthesis of 3-vinylphthalides has been accomplished through rhodium-catalyzed [4+1]-annulation arylcarboxylic acids with cyclopropenes involving C–H bond functionalization. The method exhibited excellent compatibility for various functional groups and offered diverse substituted in yield enantioselectivity. Synthetic application control experiments were also performed to demonstrate the utility understand reaction pathway.

Language: Английский

Citations

0
Visible-Light-Induced Synergistic W/Cr Catalyzed gem-Difluoroallylation of Unactivated Alkanes DOI
Zhijie Zhang, Yue Zhang,

Xinyu Xie

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 19, 2025

Currently, the scope of Nozaki-Hiyama-Kishi (NHK) reaction is limited to aldehydes and ketones construct alcohol derivatives. Herein, we have described a visible-light-induced synergistic W/Cr(III)-catalyzed NHK-type gem-difluoroallylation unactivated cyclic linear alkanes. The merits feedstock materials, mild conditions, wide functionality tolerance. Mechanistic studies imply favorable reduction CrCl3 CrCl2 by reduced decatungstate W10O325-, thus closing catalytic cycle.

Language: Английский

Citations

0
Recent advances in catalytic asymmetric alkenyl C(sp2)–H bond functionalizations DOI Creative Commons

Xiao‐Ju Si,

Tian-Ci Wang,

Teck‐Peng Loh

et al.

Chemical Science, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This review summarizes recent advances in asymmetric alkenyl C–H bond functionalization reactions, as well provides an outlook on future opportunities and challenges.

Language: Английский

Citations

0
Recent Advances in Asymmetric Synthesis of Chiral-at-Sulfur Sulfoximines DOI
Muhammad Suleman,

Tianming Huang,

Tao Zhou

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 5511 - 5530

Published: March 19, 2025

Language: Английский

Citations

0
Rh-Catalyzed Enantioselective Hydroalkenylative Cyclization of 1,6-Enynes Constructing All-Carbon Quaternary Stereocenters DOI

Shunsuke Emi,

Shintaro Hamada,

Yuko Kishida

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(7), P. 4951 - 4957

Published: March 18, 2024

We report the enantioselective construction of all-carbon quaternary stereocenters (up to 99% ee) by cationic Rh(I)/Segphos-catalyzed hydroalkenylative cyclization 1,6-enynes with α-substituted acrylamides. This Rh catalysis proceeds small excesses alkenes at room temperature in most substrates yield desired products high yields and enantioselectivity. Mechanistic studies indicate acrylamide-substituted C–H bond activation processes: for acrylamides, is cleaved a Rh(III) complex (rhodacyclopentene); contrast, β-substituted Rh(I) complex.

Language: Английский

Citations

2
Stereoselective C−B and C−H Bonds Functionalization of PolyBorylated Alkenes DOI Creative Commons

Narendra Kumar Vaishanv,

Nadim Eghbarieh, Rahul A. Jagtap

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(45)

Published: July 9, 2024

Abstract Alkenes are fundamental functional groups which feature in various materials and bioactive molecules; however, efficient divergent strategies for their stereodefined synthesis difficult. In this regard, numerous synthetic methodologies have been developed to construct carbon–carbon bonds with regio‐ stereoselectivity, enabling the predictable of alkenes. fact, an appealing alternative approach accessing challenging alkene molecular frameworks could involve sequential selective activation cross‐coupling strong instead conventional C−C bond formation. study, we introduce a series programmed site‐ stereoselective that capitalizes on versatile reactivity readily accessible polymetalloid alkenes (i.e. polyborylated alkenes), through tandem reaction, is catalyzed by organometallic Rh‐complex produce complex scaffolds. By merging C−B remote C−H functionalization, achieve situ generation polyfunctional C(sp 2 )‐nucleophilic intermediates. These species can be further modified coupling reactions C‐based electrophiles, formation )−C(sp 3 ) even more architectures using available starting polyborylated‐alkenes. Mechanistic computational studies provide insight into origins stereoselectivities via 1,4‐Rh migration process.

Language: Английский

Citations

1
The Difference in Ir-Catalyzed C(sp2)–H and C(sp3)–H Bond Activation Assisted by a Directing Group: Cyclometalation via Cis- or Trans-Chelation? DOI

Ling-Qi Meng,

Jian-Sen Wang,

Xiao-Xia You

et al.

Inorganic Chemistry, Journal Year: 2024, Volume and Issue: 63(38), P. 17626 - 17638

Published: Sept. 5, 2024

Iridium-catalyzed C-H borylation of aromatic and aliphatic hydrocarbons assisted by a directing group was theoretically investigated. Density functional theory (DFT) calculations revealed both Ir-catalyzed C(sp

Language: Английский

Citations

1