Highlighting multicomponent reactions as an efficient and facile alternative route in the chemical synthesis of organic-based molecules: a tremendous growth in the past 5 years DOI Creative Commons
Reagan L. Mohlala, Thompho Jason Rashamuse,

E. Mabel Coyanis

et al.

Frontiers in Chemistry, Journal Year: 2024, Volume and Issue: 12

Published: Sept. 18, 2024

Since Strecker’s discovery of multicomponent reactions (MCRs) in 1850, the strategy applying an MCR approach has been use for over a century. Due to their ability quickly develop molecular diversity and structural complexity interest, MCRs are considered efficient organic synthesis. Although such as Ugi, Passerini, Biginelli, Hantzsch widely studied, this review emphasizes significance selective elegantly produce compounds potential medicinal chemistry industrial material science applications, well sustainable methods. During synthesis, provide advantages atom economy, recyclable catalysts, moderate conditions, preventing waste, avoiding solvent use. also reduce number sequential multiple one step.

Language: Английский

Three-Component Chemo-Selective Synthesis of N-(o-Alkenylaryl) Pyrazoles by Pyrazole Annulation and Rh-Catalyzed Chemo-Selective Aryl C–H Addition Cascade DOI

Demao Chen,

Liyun Zhou,

Chengping Wen

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(13), P. 8619 - 8627

Published: May 31, 2023

By using readily available enaminones, aryl hydrazine hydrochlorides, and alkynes as starting materials, the chemo-selective three-component synthesis of atropisomeric N-(o-alkenylaryl) pyrazoles has been efficiently accessed with rhodium catalysis. Unlike Satoh-Miura reaction leading to alkyne-based C-H benzannulation by prior prepared N-phenyl substrates, this protocol displays unprecedented selectivity alkenylation blocking second round metal key protonation step in presence acids.

Language: Английский

Citations

20
C–N Axially Chiral Heterobiaryl Isoquinolinone Skeletons Construction via Cobalt-Catalyzed Atroposelective C–H Activation/Annulation DOI

Xinhai Wang,

Xiao‐Ju Si,

Yingjie Sun

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(34), P. 6240 - 6245

Published: Aug. 18, 2023

Herein, the atroposelective construction of isoquinolinones bearing a C-N chiral axis has been successfully developed via Co-catalyzed C-H bond activation and annulation process. This conversion can be effectively carried out in an environmentally friendly oxygen atmosphere to generate target axially frameworks with excellent reactivities enantioselectivities (up >99% ee) absence any additives. Additionally, current protocol proved alternative approach for axial architectures fabrication under electrochemical conditions cobalt/Salox catalysis, this strategy allowed efficient atom-economical synthesis various mild reaction conditions.

Language: Английский

Citations

18
Reversal of Regioselectivity in Asymmetric C−H Bond Annulation with Bromoalkynes under Cobalt Catalysis** DOI

Abir Das,

Rajib Mandal,

Harihara Subramanian Ravi Sankar

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 63(6)

Published: Dec. 14, 2023

Abstract Metal‐catalyzed asymmetric C−H bond annulation strategy offers a versatile platform, allowing the construction of complex P‐chiral molecules through atom‐ and step‐economical fashion. However, regioselective insertion π‐coupling partner between M−C with high enantio‐induction remain elusive. Using commercially available Co(II) salt chiral‐Salox ligands, we demonstrate an unusual protocol for regio‐reversal, enantioselective phosphinamide bromoalkyne desymmetrization. The reaction proceeds ligand‐assisted enantiodetermining cyclocobaltation followed by Co−C, subsequent reductive elimination, halogen exchange carboxylate resulted in P‐stereogenic compounds excellent ee (up to >99 %). isolation cobaltacycle involved catalytic cycle outcome control experiments provide support plausible mechanism.

Language: Английский

Citations

16
Cobalt-Catalyzed Three-Component Assembling of Aromatic Oximes with Substituted Dienes and Formaldehyde DOI

Priyambada Prusty,

Masilamani Jeganmohan

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(76), P. 10540 - 10543

Published: Jan. 1, 2024

A cobalt-catalyzed three-component assembly of substituted aryl oximes with dienes and formaldehyde

Language: Английский

Citations

4
Highlighting multicomponent reactions as an efficient and facile alternative route in the chemical synthesis of organic-based molecules: a tremendous growth in the past 5 years DOI Creative Commons
Reagan L. Mohlala, Thompho Jason Rashamuse,

E. Mabel Coyanis

et al.

Frontiers in Chemistry, Journal Year: 2024, Volume and Issue: 12

Published: Sept. 18, 2024

Since Strecker’s discovery of multicomponent reactions (MCRs) in 1850, the strategy applying an MCR approach has been use for over a century. Due to their ability quickly develop molecular diversity and structural complexity interest, MCRs are considered efficient organic synthesis. Although such as Ugi, Passerini, Biginelli, Hantzsch widely studied, this review emphasizes significance selective elegantly produce compounds potential medicinal chemistry industrial material science applications, well sustainable methods. During synthesis, provide advantages atom economy, recyclable catalysts, moderate conditions, preventing waste, avoiding solvent use. also reduce number sequential multiple one step.

Language: Английский

Citations

4