Direct catalytic synthesis of densely substituted 3-formylpyrroles from imines and 1,4-ketoaldehydes

RSC Advances ◽  
2014 ◽  
Vol 4 (65) ◽  
pp. 34548-34551 ◽  
Author(s):  
Indresh Kumar ◽  
Nisar A. Mir ◽  
Panduga Ramaraju ◽  
Deepika Singh ◽  
Vivek K. Gupta ◽  
...  

An organocatalytic formal [3 + 2] cycloaddition have been developed between 1,4-ketoaldehydes and imines to synthesize densely substituted 3-formylpyrroles in high yields (up to 70%) under mild conditions at room temperature.

2021 ◽  
Vol 57 (2) ◽  
pp. 251-254
Author(s):  
Amol Prakash Pawar ◽  
Jyothi Yadav ◽  
Nisar Ahmad Mir ◽  
Eldhose Iype ◽  
Krishnan Rangan ◽  
...  

Direct catalytic multicomponent synthesis of β-(C3)-substituted pyrroles is developed with good to high yields, using aqueous succinaldehyde, primary amines, and isatins under mild conditions. An access to the β-substituted free NH-pyrrole is the main focus of the work along with DFT-calculations.


2012 ◽  
Vol 2012 ◽  
pp. 1-8 ◽  
Author(s):  
Diego M. Ruiz ◽  
Juan C. Autino ◽  
Nancy Quaranta ◽  
Patricia G. Vázquez ◽  
Gustavo P. Romanelli

We report a suitable quinoxaline synthesis using molybdophosphovanadates supported on commercial alumina cylinders as catalysts. These catalysts were prepared by incipient wetness impregnation. The catalytic test was performed under different reaction conditions in order to know the performance of the synthesized catalysts. The method shows high yields of quinoxaline derivatives under heterogeneous conditions. Quinoxaline formation was obtained using benzyl,o-phenylenediamine, and toluene as reaction solvent at room temperature. The CuH2PMo11VO40supported on alumina showed higher activity in the tested reaction. Finally, various quinoxalines were prepared under mild conditions and with excellent yields.


2018 ◽  
Vol 42 (4) ◽  
pp. 210-214
Author(s):  
Bo Chen ◽  
Jiaheng Lei ◽  
Junling Zhao

A mild and efficient catalyst-free method for the rapid synthesis at room temperature of 3-thiomethylated oxindole derivatives has been achieved via the Michael addition of aryl thiols to ring and 1-substituted 3-(2,2,2-trifluoroethylidene)oxindoles in dichloromethane. The method was applicable to a wide range of thiols and variously substituted 3-(2,2,2-trifluoroethylidene)oxindoles under mild conditions as demonstrated by the synthesis in high yields with good diastereoselectivities of 30 3-thiomethylated oxindoles bearing a trifluoromethyl group.


RSC Advances ◽  
2015 ◽  
Vol 5 (46) ◽  
pp. 36809-36812 ◽  
Author(s):  
Chunxia Yang ◽  
Wei Zhao ◽  
Zhiguo Cheng ◽  
Baomin Luo ◽  
Dongqin Bi

A reusable and effective catalytic system has been developed for oxidation of pyridines catalyzed by Keplerate polyoxomolybdate ({Mo132}) at room temperature. Pyridine compounds could be oxidized in high yields under mild conditions.


2015 ◽  
Vol 11 (5) ◽  
pp. 3547-3553 ◽  
Author(s):  
Davood Azarifar ◽  
Boshra Mahmoudi ◽  
Kaveh Khosravi

A simple and efficient conversion of ketones and aldehydes into corresponding gem-dihydroperoxides (DHPs) has been developed by SbCl3-catalyzed oxidation with 30% H2O2 at room temperature. The reactions proceeded smoothly under mild conditions at room temperature. Simple experimental procedure, use of inexpensive and non-toxic catalyst, high yields and low reaction times are the main merits of the present method.


2002 ◽  
Vol 74 (1) ◽  
pp. 69-75 ◽  
Author(s):  
Dinesh Kumar Rayabarapu ◽  
Chien-Hong Cheng

In this article, new metal-mediated cyclization and reductive coupling reactions of bicyclic olefins with alkynes are described. Oxabicyclic alkenes undergo cyclization with alkyl propiolates at 80 C catalyzed by nickel complexes to give benzocoumarin derivatives in high yields. The reaction of bicyclic alkenes (oxa- and azacyclic alkenes) with alkyl propiolates at room temperature in the presence of the same nickel complex gave 1,2-dihydro-napthelene derivatives in good-to-excellent yields. This reductive coupling reaction proceeds under very mild conditions in complete regio- and stereoselective fashion. A mechanism to account for the coumarin formation and the reductive coupling is proposed.


Molecules ◽  
2020 ◽  
Vol 25 (11) ◽  
pp. 2501 ◽  
Author(s):  
Tarek S. Ibrahim ◽  
Israa A. Seliem ◽  
Siva S. Panda ◽  
Amany M. M. Al-Mahmoudy ◽  
Zakaria K. M. Abdel-Samii ◽  
...  

A straightforward, mild and cost-efficient synthesis of various arylamides in water was accomplished using versatile benzotriazole chemistry. Acylation of various amines was achieved in water at room temperature as well as under microwave irradiation. The developed protocol unfolds the synthesis of amino acid aryl amides, drug conjugates and benzimidazoles. The environmentally friendly synthesis, short reaction time, simple workup, high yields, mild conditions and free of racemization are the key advantages of this protocol.


2019 ◽  
Vol 44 (1-2) ◽  
pp. 97-103
Author(s):  
Zheng Li ◽  
Aizhen Yang ◽  
Xiaolong Ma ◽  
Zhenrong Liu

A total of 20 examples of 2-[(1 H-indol-1-yl)(aryl)methyl]-1,3-diphenylpropane-1,3-diones were efficiently synthesized by the aza-Michael addition at the N1 position of indoles with 2-aroyl-1,3-diarylenones at room temperature in the presence of potassium hydroxide. The salient features of this protocol are no transition-metal catalysts, mild conditions, high chemoselectivity, high atom economy, high yields, and a simple work-up procedure.


Synthesis ◽  
2019 ◽  
Vol 51 (20) ◽  
pp. 3901-3907 ◽  
Author(s):  
Shi-Meng Wang ◽  
Njud S. Alharbi ◽  
Hua-Li Qin

A facile method for the construction of esters through dehydrative coupling of carboxylic acids with alcohols is developed. The reactions are mediated by sulfuryl fluoride (SO2F2) at room temperature and proceed with high efficiency. The method has several advantages including broad substrate scope, mild conditions, excellent functional group compatibility and affords high yields, even on gram scale.


2020 ◽  
Author(s):  
Subham Mahapatra ◽  
Cristian P. Woroch ◽  
Todd W. Butler ◽  
Sabrina N. Carneiro ◽  
Sabrina C. Kwan ◽  
...  

<p><br></p> <p>A method to activate sulfamoyl fluorides, fluorosulfates, and sulfonyl fluorides with calcium triflimide, and DABCO for SuFEx with amines is described. The reaction was applied to a diverse set of sulfamides, sulfamates, and sulfonamides at room temperature under mild conditions. Additionally, we highlight the application of this transformation to parallel medicinal chemistry to generate a broad array of nitrogen-based S(VI) compounds. </p>


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