Nickel‐Catalysis Enabling α‐Alkylation of Ketones by Secondary Alcohols DOI

Amreen K. Bains,

Ayanangshu Biswas, Abhishek Kundu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2022, Номер 364(16), С. 2815 - 2821

Опубликована: Июль 11, 2022

Abstract The α‐alkylation of ketones utilizing a secondary alcohol has been accomplished by an isolable, bench‐stable, inexpensive nickel catalyst affording high yields β,β‐disubstituted products. This report contributes in the pool few scarce examples base metal discovered for this purpose. substrate scope can span wide range including aliphatic, alicyclic, and cyclic alcohols. Functionalization cholesterol molecule is also possible following methodology. interconvert between azo hydrazo form reversible fashion to enable chemical transformation. magnified image

Язык: Английский

Transition-Metal-Free Dehydrogenation of Benzyl Alcohol for C–C and C–N Bond Formation for the Synthesis of Pyrazolo[3,4-b]pyridine and Pyrazoline Derivatives DOI
Sesuraj Babiola Annes,

Karuppaiah Perumal,

Kalaiselvan Anandhakumar

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(9), С. 6039 - 6057

Опубликована: Апрель 26, 2023

A series of cascade reactions that produce a range functionalized aromatic heterocyclic compounds with pyrazole/pyrazoline cores have been developed. The method relies on metal-free dehydrogenative process to in-situ benzaldehydes. produced benzaldehyde was then allowed react some other substances, including acetophenone, pyrazole amine, and phenylhydrazine. intermediate from these substrates underwent several chemical processes, electrocyclization, the aza-Diels-Alder reaction, formation intramolecular C-N bonds. These positive outcomes would open up possibility producing biologically active pyrazolo[3,4-b]pyridine pyrazoline derivatives through variety possible reactions.

Язык: Английский

Процитировано

9

Nickel Pincer Complexes Catalyzed Sustainable Synthesis of 3,4-Dihydro-2H-1,2,4-benzothiadiazine-1,1-dioxides via Acceptorless Dehydrogenative Coupling of Primary Alcohols DOI
Pennamuthiriyan Anandaraj, Rengan Ramesh

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(4), С. 2494 - 2504

Опубликована: Фев. 7, 2024

We report the atom-economic and sustainable synthesis of biologically important 3,4-dihydro-2H-1,2,4-benzothiadiazine-1,1-dioxide (DHBD) derivatives from readily available aromatic primary alcohols 2-aminobenzenesulfonamide catalyzed by nickel(II)-N∧N∧S pincer-type complexes. The synthesized nickel complexes have been well-studied elemental spectroscopic (FT-IR, NMR, HRMS) analyses. solid-state molecular structure complex 2 has authenticated a single-crystal X-ray diffraction study. Furthermore, series (24 examples) utilizing 3 mol % Ni(II) catalyst through acceptorless dehydrogenative coupling benzyl with benzenesulfonamide. Gratifyingly, catalytic protocol is highly selective yield up to 93% produces eco-friendly water/hydrogen gas as byproducts. control experiments plausible mechanistic investigations indicate that in situ generated aldehyde benzenesulfonamide leads desired product. In addition, large-scale one thiadiazine unveils synthetic usefulness current methodology.

Язык: Английский

Процитировано

3

Manganese-Catalyzed Synthesis of Polyketones Using Hydrogen-Borrowing Approach DOI Creative Commons
Pavel S. Kulyabin, Oxana V. Magdysyuk, Aaron B. Naden

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(14), С. 10624 - 10634

Опубликована: Июнь 28, 2024

We report here a method of making polyketones from the coupling diketones and diols using manganese pincer complex. The methodology allows us to access various (polyarylalkylketone) containing aryl, alkyl, ether functionalities, bridging gap between two classes commercially available polyketones: aliphatic polyaryletherketones. Using this methodology, 12 have been synthesized characterized analytical techniques understand their chemical, physical, morphological, mechanical properties. Based on previous reports our studies, we suggest that polymerization occurs via hydrogen-borrowing mechanism involves dehydrogenation dialdehyde followed by aldol condensation with form chalcone derivatives subsequent hydrogenation polyarylalkylketones.

Язык: Английский

Процитировано

3

Synthesis of N-heterocycles through alcohol dehydrogenative coupling DOI
Bhaskar Paul, Dibyajyoti Panja, Sabuj Kundu

и другие.

Nature Protocols, Год журнала: 2024, Номер 19(12), С. 3640 - 3676

Опубликована: Авг. 22, 2024

Язык: Английский

Процитировано

3

Nickel‐Catalysis Enabling α‐Alkylation of Ketones by Secondary Alcohols DOI

Amreen K. Bains,

Ayanangshu Biswas, Abhishek Kundu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2022, Номер 364(16), С. 2815 - 2821

Опубликована: Июль 11, 2022

Abstract The α‐alkylation of ketones utilizing a secondary alcohol has been accomplished by an isolable, bench‐stable, inexpensive nickel catalyst affording high yields β,β‐disubstituted products. This report contributes in the pool few scarce examples base metal discovered for this purpose. substrate scope can span wide range including aliphatic, alicyclic, and cyclic alcohols. Functionalization cholesterol molecule is also possible following methodology. interconvert between azo hydrazo form reversible fashion to enable chemical transformation. magnified image

Язык: Английский

Процитировано

14