The Carbene Chemistry of N-Sulfonyl Hydrazones: The Past, Present, and Future

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

Published: Jan. 10, 2025

N-Sulfonyl hydrazones have been extensively used as operationally safe carbene precursors in modern organic synthesis due to their ready availability, facile functionalization, and environmental benignity. Over the past two decades, there has tremendous progress chemistry of N-sulfonyl presence transition metal catalysts, under metal-free conditions, or using photocatalysts photoirradiation conditions. Many transfer reactions are unique cannot be achieved by any alternative methods. The discovery novel development highly enantioselective new skeletal editing represent notable recent achievements hydrazones. This review describes overall made hydrazones, organized based on reaction types, spotlighting current state-of-the-art remaining challenges addressed future. Special emphasis is devoted identifying, describing, comparing scope limitations methodologies, key mechanistic scenarios, potential applications complex molecules.

Language: Английский

---

A Comprehensive Review on Benzofuran Synthesis Featuring Innovative and Catalytic Strategies

ACS Omega, Journal Year: 2024, Volume and Issue: 9(19), P. 20728 - 20752

Published: May 6, 2024

Benzofurans have intrigued both pharmaceutical researchers and chemists owing to the medicinal usage of their derivatives against copious disease-causing agents (i.e., bacteria, viruses, tumors). These heterocyclic scaffolds are pervasively encountered in a number natural products drugs. The ever-increasing utilization benzofuran as persuaded devise novel facile methodological approaches assemble biologically potent nucleus. This review summarizes current developments regarding innovative synthetic routes catalytic strategies procure synthesis heterocycles with corresponding mechanistic details, reported by several research groups during 2021-2023.

Language: Английский

---

Enantioselective synthesis of inherently chiral 9-benzylidene-9H-tribenzo[a,c,e][7]annulene and its application as a ligand platform

Chem Catalysis, Journal Year: 2024, Volume and Issue: 4(3), P. 100904 - 100904

Published: Jan. 31, 2024

Language: Английский

---

Development of novel transition metal-catalyzed synthetic approaches for the synthesis of a dihydrobenzofuran nucleus: a review

RSC Advances, Journal Year: 2024, Volume and Issue: 14(21), P. 14539 - 14581

Published: Jan. 1, 2024

The synthesis of dihydrobenzofuran scaffolds bears pivotal significance in the field medicinal chemistry and organic synthesis. These heterocyclic hold immense prospects owing to their significant pharmaceutical applications as they are extensively employed essential precursors for constructing complex frameworks. Their versatility importance make them an interesting subject study researchers scientific community. While exploring synthesis, have unveiled various novel efficient pathways assembling core. In wake extensive data being continuously reported each year, we outlined recent updates (post 2020) on methodological accomplishments employing catalytic role several transition metals forge functionalities.

Language: Английский

---

Chemodivergent Synthesis of Sulfonamide and Sulfones from N-Tosylhydrazones by Switching Catalyst and Temperature

Organic Letters, Journal Year: 2023, Volume and Issue: 25(32), P. 6012 - 6017

Published: Aug. 9, 2023

A catalyst- and temperature-controlled selective synthesis of sulfonamide sulfones from N-tosylhydrazones MBH carbonates has been developed. The use palladium catalysts exclusively leads to products at room temperature, whereas the is dominant for a coupling reaction without catalysis. Importantly, or exhibits high nucleophilicity rather than carbene reactivity in these transformations.

Language: Английский

---

Palladium-catalyzed cyclization/carbonylation of iodoarene-tethered propargyl ethers with nitroarenes for the synthesis of acetamides-functionalized benzofurans

Journal of Catalysis, Journal Year: 2023, Volume and Issue: 428, P. 115166 - 115166

Published: Oct. 13, 2023

Language: Английский

---

Five-membered ring systems: Furans and benzofurans

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 175 - 209

Published: Jan. 1, 2024

Language: Английский

---

Palladium-catalyzed cascade cyclization of α,β-unsaturated N-tosylhydrazones with iodoarenes : access to 2H-chromenes and 2H-quinolines

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(46), P. 9121 - 9124

Published: Jan. 1, 2024

A palladium-catalyzed cascade reaction of α,β-unsaturated N -tosylhydrazones with iodoarene derivatives containing a nucleophilic group is described.

Language: Английский

---

Highly regioselective and stereoselective cascade reductive cyclization of δ-ketoamide: practical access to oxa-bridged benzazepines

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(49), P. 7587 - 7590

Published: Jan. 1, 2023

A highly regioselective and stereoselective cascade reduction cyclization of δ-ketoamide to access oxa-bridged benzazepines in moderate good yields under LiAlH 4 -assisted conditions.

Language: Английский

---