Dehydrogenative N‐N Coupling and Facile Synthesis of Cobalt Complexes Supported by Tetrazene Based Ligand: Synthesis of Quinolines and Quinazolinones via Activation of Alcohols DOI
Sheela Kumari, Ankur Maji,

Rahul Chauhan

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Март 26, 2024

Abstract Herein we first report the unprecedented synthesis of tetrazene‐based cobalt complexes using unusual coupling amines via dehydrogenation. These were employed for dehydrogenative reactions to synthesize N‐heterocycles (quinoline, and quinazolinone). Based on control experiments IR identification intermediates, proposed a plausible reaction mechanism. Synthesis protocols utilized preparative scale biologically active molecule (±)‐galipinine synthesis.

Язык: Английский

Arene Ruthenium(II)-Catalyzed Sustainable Synthesis of 2,4-Disubstituted Quinazolines via Acceptorless Dual Dehydrogenative Coupling of Alcohols DOI
S. Saranya, Veerappan Tamilthendral, Pennamuthiriyan Anandaraj

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(24), С. 16967 - 16977

Опубликована: Ноя. 29, 2023

We demonstrate an efficient and sustainable strategy for the direct synthesis of 2,4-disubstituted quinazolines by arene Ru(II)benzhydrazone complex via eco-friendly sequential acceptorless dehydrogenative coupling 2-aminobenzhydrol derivatives benzyl alcohols first time. The new ruthenium(II) general formula [(η6-p-cymene)Ru(L1)Cl] (L1-acenaphthenequinone hydrazone) has been synthesized characterized analytical, spectroscopic, single-crystal X-ray diffraction techniques. A broad spectrum have successfully derived (25 examples) from with various using 1 mol % catalyst loading in presence NH4OAc. present protocol is highly selective produces a maximum yield 95% under mild reaction conditions. different intermediates detected through control experiments such as aldehyde, 2-aminobenzophenone, benzylidene(amino)phenylmethanone, 1,2-dihydroquinazoline are isolated authenticated NMR study. Gratifyingly, simple atom economic release water hydrogen gas only byproducts. gram-scale 2-(4-methoxyphenyl)-4-phenylquinazoline illustrates synthetic utility protocol.

Язык: Английский

Процитировано

8
Ruthenium-catalyzed divergent deaminative and denitrative C–N cleavages: facile access to quinoxalines DOI
Shanshan Liu,

Jiahui Liang,

Pingjun Zhang

и другие.

Organic Chemistry Frontiers, Год журнала: 2022, Номер 10(1), С. 22 - 29

Опубликована: Ноя. 16, 2022

Divergent deaminative and denitrative C–N cleavages cascade transformations using amines nitroalkanes have been developed under a highly effective environmentally-friendly catalytic system (RuCl 3 /TFE).

Язык: Английский

Процитировано

12
Synthesis and structural characterization of palladium pincer complexes: Sustainable synthesis of benzothiazoles DOI
Pennamuthiriyan Anandaraj, S. Saranya, Rengan Ramesh

и другие.

Applied Organometallic Chemistry, Год журнала: 2023, Номер 37(5)

Опубликована: Фев. 27, 2023

An efficient Pd(II)N^N^S pincer type catalysts‐promoted sustainable construction of pharmaceutically important benzothiazole derivatives from primary alcohols and 2‐aminothiophenol via acceptorless dehydrogenative coupling (ADC) method has been described. The newly synthesized ligand L 2 the Pd(II) complexes in addition to 1 3 were characterized by analytical Fourier transform infrared spectroscopy (FT‐IR), UV–visible (UV–vis), nuclear magnetic resonance (NMR) spectral techniques. Further, ORTEP views established a single crystal XRD study, which evidenced coordination thiosemicarbazone ligands disclose square‐planar geometry around ion. present homogeneous catalytic system involves synthesizing range benzothiazoles C−S C−N bond formation with excellent yields up 93%. described methodology employs sustainable, highly abundant, inexpensive alcohol as starting material using mol% catalyst loading, water hydrogen gas are only by‐products. Furthermore, plausible mechanism involving situ aldehyde dehydrogenation proposed. A large‐scale synthesis 2‐(4‐methoxyphenyl)benzo[d]thiazole illustrates synthetic utility protocol.

Язык: Английский

Процитировано

7
Sustainable synthesis of azobenzenes, quinolines and quinoxalines via oxidative dehydrogenative couplings catalysed by reusable transition metal oxide–Bi(iii) cooperative catalysts DOI Creative Commons
Marianna Kocsis, Kornélia Baán, Sándor B. Ötvös

и другие.

Catalysis Science & Technology, Год журнала: 2023, Номер 13(10), С. 3069 - 3083

Опубликована: Янв. 1, 2023

Heterogeneous catalytic oxidative dehydrogenative processes for N-heterocycles are presented, which enable waste-minimized (additive-, oxidant-, base-free), efficient cyclisations/couplings via transition metal oxide–Bi( iii ) cooperative catalysis.

Язык: Английский

Процитировано

6
Dehydrogenative N‐N Coupling and Facile Synthesis of Cobalt Complexes Supported by Tetrazene Based Ligand: Synthesis of Quinolines and Quinazolinones via Activation of Alcohols DOI
Sheela Kumari, Ankur Maji,

Rahul Chauhan

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Март 26, 2024

Abstract Herein we first report the unprecedented synthesis of tetrazene‐based cobalt complexes using unusual coupling amines via dehydrogenation. These were employed for dehydrogenative reactions to synthesize N‐heterocycles (quinoline, and quinazolinone). Based on control experiments IR identification intermediates, proposed a plausible reaction mechanism. Synthesis protocols utilized preparative scale biologically active molecule (±)‐galipinine synthesis.

Язык: Английский

Процитировано

2