2,5-Di(het)arylpyridines: synthesis by ‘‘1,2,4-triazine’’ methodology and photophysical properties DOI

Alexei P. Krinochkin,

Albert F. Khasanov, Мaria I. Valieva

et al.

Chemistry of Heterocyclic Compounds, Journal Year: 2024, Volume and Issue: 60(5-6), P. 289 - 298

Published: June 1, 2024

Language: Английский

Designing Cobalt(II) Complexes for Tandem Dehydrogenative Synthesis of Quinoline and Quinazoline Derivatives DOI

Debjyoti Pal,

Avijit Mondal,

Rajashri Sarmah

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(2), P. 514 - 518

Published: Jan. 9, 2024

In this work, we have constructed three new Co(II) complexes in which steric features govern their structural geometry. The metal ligand-cooperation behavior of the alkoxy arm is utilized to explore catalytic activities these with respect dehydrogenation. A wide range C-3-substituted quinoline and quinazoline derivatives were synthesized high yields. developed protocol's usefulness enhanced by chemoselective transformation different fatty alcohols synthesize heterocycles having distal unsaturation. Various kinetic, mechanistic, control studies conducted comprehend reaction route.

Language: Английский

Citations

11
Transition-metal-catalyzed synthesis of quinazolines: A review DOI Creative Commons
T. N. Rekha,

Seok‐Ho Kim,

Dongyun Shin

et al.

Frontiers in Chemistry, Journal Year: 2023, Volume and Issue: 11

Published: March 16, 2023

Quinazolines are a class of nitrogen-containing heterocyclic compounds with broad-spectrum pharmacological activities. Transition-metal-catalyzed reactions have emerged as reliable and indispensable tools for the synthesis pharmaceuticals. These provide new entries into pharmaceutical ingredients continuously increasing complexity, catalysis these metals has streamlined several marketed drugs. The last few decades witnessed tremendous outburst transition-metal-catalyzed construction quinazoline scaffolds. In this review, progress achieved in quinazolines under transition metal-catalyzed conditions summarized reports from 2010 to date covered. This is presented along mechanistic insights each representative methodology. advantages, limitations, future perspectives through such also discussed.

Language: Английский

Citations

18
Manganese-catalysed dehydrogenative oxidation of glycerol to lactic acid DOI
Chen‐Qiang Deng, Jin Deng, Yao Fu

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(21), P. 8477 - 8483

Published: Jan. 1, 2022

An efficient and robust pincer manganese complex for the dehydrogenative oxidation of glycerol to lactic acid with dihydrogen liberation is presented.

Language: Английский

Citations

23
Ruthenium Complexes with NNN-Pincer Ligands for N-Methylation of Amines Using Methanol DOI

Mengxuan Bai,

Shengxin Zhang,

Zhengguo Lin

et al.

Inorganic Chemistry, Journal Year: 2024, Volume and Issue: 63(25), P. 11821 - 11831

Published: June 7, 2024

A series of ruthenium complexes (Ru1–Ru4) bearing new NNN-pincer ligands were synthesized in 58–78% yields. All the are air and moisture stable characterized by IR, NMR, high-resolution mass spectra (HRMS). In addition, structures Ru1–Ru3 confirmed X-ray crystallographic analysis. These Ru(II) exhibited high catalytic efficiency broad functional group tolerance N-methylation reaction amines using CH3OH as both C1 source solvent. Experimental results indicated that electronic effect substituents on considerably affects reactivity which Ru3 an electron-donating OMe showed highest activity. Deuterium labeling control experiments suggested dehydrogenation methanol to generate hydride species was rate-determining step reaction. Furthermore, this protocol also provided a ready approach versatile trideuterated N-methylamines under mild conditions CD3OD deuterated methylating agent.

Language: Английский

Citations

5
Nickel‐Catalyzed Sequential Dehydrogenation and Cyclization of 2‐Amino(Nitro)‐benzyl Alcohols with Alkyl Alcohols: Synthesis of C‐3‐Substituted Quinolines DOI

Motahar Sk,

Atanu Bera, Debasis Banerjee

et al.

ChemCatChem, Journal Year: 2023, Volume and Issue: 15(11)

Published: April 26, 2023

Abstract We herein reported a general and efficient Ni‐catalyzed protocol for sequential double de‐hydrogenative cyclization of 2‐amino(nitro)‐benzyl alcohols with primary to C‐3‐substituted quinolines releasing water dihydrogen as by products. As special highlight, late stage functionalization cholesterol derivative including chemo‐selective transformations citronellol, fatty acid derived oleyl alcohol long chain C 4 −C 14 alkyl were reported. Initial mechanistic studies deuterium‐labelling experiments perform establish the cyclization.

Language: Английский

Citations

11
Recent Advances in the Use of 2‐Aminobenzyl Alcohols in the Synthesis of Quinolines, Quinazolines and Other N‐Heterocycles DOI
Fatemeh Doraghi,

Farzad Gilaninezhad,

Somaye Karimian

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(10), P. 2142 - 2164

Published: Jan. 17, 2024

Abstract N‐Heterocyclic compounds, in particular, quinolines and quinazolines are frequently used medicinal chemistry. Therefore, the direct clean synthesis of these valuable scaffolds has been a great interest for many years. 2‐Aminobenzyl alcohols as an alternative reactant instead unstable expensive 2‐aminobenzaldehydes can be construction N‐fused heterocycles including quinolines, quinazolines, oxazines, thiazines, selenazines, imidazoles, diazepines, etc. In this review article, we have discussed recent developments use 2‐aminobenzyl diverse heterocycles.

Language: Английский

Citations

4
Molybdenum Catalyzed Acceptorless Dehydrogenation of Alcohols for the Synthesis of Quinolines DOI Creative Commons
Beatriz García, Beatriz Royo

ChemCatChem, Journal Year: 2024, Volume and Issue: 16(15)

Published: Feb. 23, 2024

Abstract The first molybdenum triazolylidene complexes catalyzing the atom‐economical synthesis of quinolines through acceptorless dehydrogenative coupling alcohols is reported. A new family Mo(0) bearing chelating bis‐1,2,3‐triazolylidene, pyridyl‐1,2,3‐triazolylidene, and bis‐triazole ligands have been prepared applied as catalysts for quinolines. Interestingly, Mo bis‐1,2,3‐triazolylidene with alkyl groups (Et, n ‐Bu) displayed superior catalytic activities than those containing aryl substituents on rings. Control experiments corroborated that reaction involves dehydrogenation pathway.

Language: Английский

Citations

3
Efficient N-Methylation of Primary Amides Using Methanol Under Mn(I)-Catalysis DOI

Reshma Babu,

Smruti Reka Pathy,

Ekambaram Balaraman

et al.

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134535 - 134535

Published: Feb. 1, 2025

Language: Английский

Citations

0
Hydrogen Borrowing Catalysis for the Modification, Depolymerization, and Synthesis of Polyesters DOI Creative Commons
Frederik Rummel, Afiq Anuar, Qiang Yu

et al.

Macromolecules, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 26, 2025

Language: Английский

Citations

0
Expedient tandem dehydrogenative alkylation and cyclization reactions under Mn(i)-catalysis DOI Creative Commons

Reshma Babu,

Subarna Sukanya Padhy,

Ganesan Sivakumar

et al.

Catalysis Science & Technology, Journal Year: 2023, Volume and Issue: 13(9), P. 2763 - 2771

Published: Jan. 1, 2023

Sustainable chemical production requires fundamentally new types of catalysts and catalytic technologies.

Language: Английский

Citations

8