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

Organic Letters, Год журнала: 2024, Номер 26(2), С. 514 - 518

Опубликована: Янв. 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.

Язык: Английский

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Transition-metal-catalyzed synthesis of quinazolines: A review

Frontiers in Chemistry, Год журнала: 2023, Номер 11

Опубликована: Март 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.

Язык: Английский

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Manganese-catalysed dehydrogenative oxidation of glycerol to lactic acid

Green Chemistry, Год журнала: 2022, Номер 24(21), С. 8477 - 8483

Опубликована: Янв. 1, 2022

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

Язык: Английский

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

Inorganic Chemistry, Год журнала: 2024, Номер 63(25), С. 11821 - 11831

Опубликована: Июнь 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.

Язык: Английский

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

ChemCatChem, Год журнала: 2023, Номер 15(11)

Опубликована: Апрель 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.

Язык: Английский

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

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(10), С. 2142 - 2164

Опубликована: Янв. 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.

Язык: Английский

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

Tetrahedron, Год журнала: 2025, Номер unknown, С. 134535 - 134535

Опубликована: Фев. 1, 2025

Язык: Английский

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Hydrogen Borrowing Catalysis for the Modification, Depolymerization, and Synthesis of Polyesters

Macromolecules, Год журнала: 2025, Номер unknown

Опубликована: Фев. 26, 2025

Язык: Английский

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Expedient tandem dehydrogenative alkylation and cyclization reactions under Mn(i)-catalysis

Catalysis Science & Technology, Год журнала: 2023, Номер 13(9), С. 2763 - 2771

Опубликована: Янв. 1, 2023

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

Язык: Английский

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Divergence in CH alkylation of indoles under Mn catalysis

Catalysis Science & Technology, Год журнала: 2023, Номер 13(19), С. 5745 - 5756

Опубликована: Янв. 1, 2023

We report manganese-catalyzed CH alkylation of indole/indolines with alcohols, where catalyst control provides product selectivity. synthesise several life science molecules (vibrindole A, turbomycin B alkaloid and antileukemic anticancer agents).

Язык: Английский

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