Sustainable Synthesis of Substituted 1,3,5-Triazines by [ONO]-Pincer-Supported Nickel(II) Complexes via an Acceptorless Dehydrogenative Coupling Strategy DOI
Pennamuthiriyan Anandaraj, Rengan Ramesh, J.G. Małecki

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 18, 2024

A facile, cost-effective, and sustainable synthesis of substituted triazines from primary alcohols by newly synthesized nickel pincer-type complexes (1–3) has been described. Herein, we report the a set three well-defined Ni(II) O^N^O complexes, structurally characterized analytical, spectral, X-ray diffraction techniques. Further, are explored as efficient catalysts (4 mol %) for construction 2,4,6-substituted 1,3,5-triazines readily available via an acceptorless dehydrogenative coupling (ADC) strategy. wide range triazine derivatives (33 examples) benzamidine/guanidine hydrochloride with maximum isolated yield 92% under mild conditions, eco-friendly H2O H2 gas only byproducts. plausible mechanism proposed based on sequence control experiments. Interestingly, short antiulcer drug irsogladine large-scale 2,4-diphenyl-6-(p-tolyl)-1,3,5-triazine highlight convenience current methodology.

Language: Английский

NNO Pincer-Supported Pd(II)-Catalyzed Reductive N-Alkylation of Challenging Nitroarenes with Alcohols via Borrowing Hydrogen Strategy DOI

Pranesh Kavin Sekar,

Rengan Ramesh,

Sundarraman Balaji

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(16), P. 11161 - 11172

Published: July 31, 2024

A sustainable catalytic synthesis of selective monoalkylated amines from nitroarenes and alcohols by new palladium(II)-NNO pincer-type complexes has been described. Herein, a series Pd(II) [Pd(NNO)PPh

Language: Английский

Citations

1
Zn(II)-Stabilized Azo-Anion Radical-Catalyzed Dehydrogenative Synthesis of Olefins DOI
Subhasree Pal, Amit Kumar Guin,

Subhankar Khanra

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 16, 2024

Herein, we describe a Zn-catalyzed atom-economical, inexpensive, and sustainable method for preparing broad spectrum of substituted olefins utilizing alcohols as the main precursor. Using Zn(II) complex [ZnLCl2] (1) redox-noninnocent ligand 2-((4-chlorophenyl)diazenyl)-1,10-phenanthroline (L), various (E)-olefins were prepared in good yields by coupling with sulfones aryl cyanides under an inert atmosphere. Under aerial atmosphere, vinyl nitriles isolated up to 82% yield reacting benzyl presence 1. Control experiments mechanistic investigation indicate active involvement aryl-azo electron hydrogen reservoir, permitting 1 perform promising catalyst.

Language: Английский

Citations

0
Sustainable Synthesis of Substituted 1,3,5-Triazines by [ONO]-Pincer-Supported Nickel(II) Complexes via an Acceptorless Dehydrogenative Coupling Strategy DOI
Pennamuthiriyan Anandaraj, Rengan Ramesh, J.G. Małecki

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 18, 2024

A facile, cost-effective, and sustainable synthesis of substituted triazines from primary alcohols by newly synthesized nickel pincer-type complexes (1–3) has been described. Herein, we report the a set three well-defined Ni(II) O^N^O complexes, structurally characterized analytical, spectral, X-ray diffraction techniques. Further, are explored as efficient catalysts (4 mol %) for construction 2,4,6-substituted 1,3,5-triazines readily available via an acceptorless dehydrogenative coupling (ADC) strategy. wide range triazine derivatives (33 examples) benzamidine/guanidine hydrochloride with maximum isolated yield 92% under mild conditions, eco-friendly H2O H2 gas only byproducts. plausible mechanism proposed based on sequence control experiments. Interestingly, short antiulcer drug irsogladine large-scale 2,4-diphenyl-6-(p-tolyl)-1,3,5-triazine highlight convenience current methodology.

Language: Английский

Citations

0