Ultrasound mediated efficient synthesis of spironaphthoquinolines

RSC Advances ◽  
2015 ◽  
Vol 5 (84) ◽  
pp. 68839-68842 ◽  
Author(s):  
Manas M. Sarmah ◽  
Somadrita Borthakur ◽  
Debajyoti Bhuyan ◽  
Dipak Prajapati
Keyword(s):  
Efficient Synthesis ◽  
Atom Economy ◽  
One Pot

Spironaphthoquinolines can be obtained with good yields under ultrasound-mediated pseudo one-pot conditions from easily available precursors. The ‘atom-economy’ and ‘procedural simplicity’ of the process makes it an attractive protocol to synthesize desired compounds.

Toward Secure Supply of Remdesivir via a 2-Pot Triazine Synthesis: Supply Centered Synthesis

2020 ◽  
Author(s):  
Dinesh J. Paymode ◽  
Flavio S. P. Cardoso ◽  
Joshua D. Sieber ◽  
John W. Tomlin ◽  
Daniel W. Cook ◽  
...  
Keyword(s):  
Supply Chain ◽  
Step Count ◽  
Raw Material ◽  
Continuous Processing ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
One Pot ◽  
The Ideal

Pyrrolotriazine <b>1</b> is an important precursor to Remdesivir, and an efficient synthesis is disclosed. This route features atom economy and reduced derivatization of starting materials, by making use of highly abundant, commoditized raw material inputs. The yield of triazine was doubled from 31% to 59%, and the synthetic step count was reduced from 4 to 2. A one-pot cascade sequence was developed for direct cyanation of pyrrole. Amination and cyclization with formamidine acetate complete the synthesis. The problematic nature of typically dilute electrophilic aminations was solved with semi-continuous processing. Moreover, development of a continuous platform afforded access to the ideal yet non-commercial aminating reagent, monochloramine. These efforts help to secure the Remdesivir supply chain.

Toward Secure Supply of Remdesivir via a 2-Pot Triazine Synthesis: Supply Centered Synthesis

2020 ◽  
Author(s):  
Dinesh J. Paymode ◽  
Flavio S. P. Cardoso ◽  
Joshua D. Sieber ◽  
John W. Tomlin ◽  
Daniel W. Cook ◽  
...  
Keyword(s):  
Supply Chain ◽  
Step Count ◽  
Raw Material ◽  
Continuous Processing ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
One Pot ◽  
The Ideal

Pyrrolotriazine <b>1</b> is an important precursor to Remdesivir, and an efficient synthesis is disclosed. This route features atom economy and reduced derivatization of starting materials, by making use of highly abundant, commoditized raw material inputs. The yield of triazine was doubled from 31% to 59%, and the synthetic step count was reduced from 4 to 2. A one-pot cascade sequence was developed for direct cyanation of pyrrole. Amination and cyclization with formamidine acetate complete the synthesis. The problematic nature of typically dilute electrophilic aminations was solved with semi-continuous processing. Moreover, development of a continuous platform afforded access to the ideal yet non-commercial aminating reagent, monochloramine. These efforts help to secure the Remdesivir supply chain.

Synthesis of New 5-amino-7-(aryl)-1,2,3,7-tetrahydro-8-nitroimidazo[1,2-a]pyridine- 6-carboxamide and 6-amino-2,3,4,8-tetrahydro-9-nitro-8-(aryl)-1H-pyrido[1,2- a]pyrimidine-7-carboxamide Derivatives

2018 ◽  
Vol 15 (7) ◽  
pp. 982-988 ◽  
Author(s):  
Fahimeh S. Hosseini ◽  
Mohammad Bayat
Keyword(s):  
Aromatic Aldehydes ◽  
Chromatographic Technique ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
Reaction Conditions ◽  
One Pot ◽  
Synthetic Routes ◽  
High Yields ◽  
Work Up ◽  
Optimal Reaction

Aim and Objectives: Development of simple synthetic routes for widely used organic compounds from readily available reagents is one of the major tasks in organic chemistry. Therefore, new approaches for increasing the molecular diversity of simple starting materials, are needed. Herein, an efficient synthesis of imidazo[1,2-a]pyridine, pyrido[1,2-a]pyrimidine and pyrido[1,2-a][1,3]diazepine derivatives is described. Materials and Methods: A one-pot, multi-component reaction of nitro ketene aminal derived from the addition of various 1,n-diamines to 1,1-bis(methylthio)-2-nitroethene with cyanoacetamide and aromatic aldehydes is described. The reactions are completed within 2-5 h, in ethanol at reflux, in good to high yields (70-93%). The structures of products were deduced from their IR, mass, 1H NMR, and 13C NMR spectra. Results: Optimal reaction conditions for the synthesis of products were obtained, when ethanol was used as the solvent at reflux. This protocol involves Michael reaction, imine–enamine tautomerization, and cyclization sequences. Conclusion: This work represents an efficient synthesis of imidazo[1,2-a]pyridine, pyrido[1,2-a]pyrimidine and pyrido[1,2-a][1,3]diazepine derivatives via a one-pot, multi-component reaction. The advantages of this protocol are mild conditions, easy accessibility of reactants, absence of catalyst, high atom economy, simple work-up and purification process with no chromatographic technique.

Synthesis of 4,4′-(arylmethylene)bis(3-carboxymethyl-1-phenyl-1H-pyrazol-5-ol)s using ionic liquid attached to colloidal silica nanoparticles in water

2017 ◽  
Vol 41 (8) ◽  
pp. 457-459 ◽  
Author(s):  
Hossein Shahbazi-Alavi ◽  
Javad Safaei-Ghomi ◽  
Samane Esmaili ◽  
Seyed Hadi Nazemzadeh
Keyword(s):  
Ionic Liquid ◽  
Silica Nanoparticles ◽  
Colloidal Silica ◽  
Reaction Times ◽  
High Catalytic Activity ◽  
Dimethyl Acetylenedicarboxylate ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
One Pot ◽  
Three Component Reaction

An efficient synthesis of 10 4,4′-(arylmethylene)bis(3-carboxymethyl-1-phenyl-1 H-pyrazol-5-ol)s, eight of which are novel, was achieved by a one-pot three-component reaction of phenylhydrazine, dimethyl acetylenedicarboxylate and an arylaldehyde using bis(1(3-methoxysilylpropyl)-3-methyl-imidazolium) copper tetrachloride tethered to colloidal silica nanoparticles as catalyst under microwave irradiation in water. The advantages of the present process are atom economy, high catalytic activity, excellent yields, short reaction times and utilisation of microwave heating as a clean procedure. The catalyst was recyclable.

Efficient synthesis of conformationally constrained, amino-triazoloazepinone-containing di- and tripeptides via a one-pot Ugi–Huisgen tandem reaction

2014 ◽  
Vol 12 (36) ◽  
pp. 6986-6989 ◽  
Author(s):  
T. M. A. Barlow ◽  
M. Jida ◽  
D. Tourwé ◽  
S. Ballet
Keyword(s):  
Tandem Reaction ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
One Pot ◽  
Conformationally Constrained ◽  
Catalyst Free

Herein we describe a catalyst-free procedure employing an Ugi-4CR followed by a thermal azide–alkyne Huisgen cycloaddition to generate a 16-member library with up to four points of diversification and high atom economy.

Facile and Efficient Synthesis of New Class of Imidazole Derivatives via One-Pot Multicomponent Reactions in Water

2013 ◽  
Vol 16 (10) ◽  
pp. 788-790
Author(s):  
Zinatossadat Hossaini ◽  
Samereh Seyfi ◽  
Faramarz Rostami-Charati ◽  
Mehdi Ghambarian
Keyword(s):  
Multicomponent Reactions ◽  
Efficient Synthesis ◽  
One Pot ◽  
Imidazole Derivatives ◽  
New Class

Novel One-pot Synthesis of Pyranocarbazole Derivatives via an Isocyanide-based Three-component Reaction

2020 ◽  
Vol 17 ◽  
Author(s):  
Visarapu Malathi ◽  
Pedavenkatagari Narayana Reddy ◽  
Pannala Padmaja
Keyword(s):  
Efficient Method ◽  
Atom Economy ◽  
Reaction Conditions ◽  
One Pot ◽  
Catalyst Free ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
High Yields

Abstract:: An efficient method has been developed for the synthesis of new pyrano[3,2-c] and pyrano[3,2-a]carbazole de-rivatives via a three component reaction of 4-hydroxycarbazole or 2-hydroxycarbazole, isocyanides, and dialkylacetylenedi-carboxylates. Noteworthy features of this protocol include mild reaction conditions, catalyst-free, high atom-economy and high yields.

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