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.

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.

One-pot atom-efficient synthesis of bio-renewable polyesters and cyclic carbonates through tandem catalysis

2015 ◽  
Vol 51 (40) ◽  
pp. 8504-8507 ◽  
Author(s):  
Fan Jia ◽  
Xiaoyu Chen ◽  
Yan Zheng ◽  
Yusheng Qin ◽  
Youhua Tao ◽  
...  
Keyword(s):  
Tandem Reaction ◽  
Cyclic Carbonates ◽  
Tandem Catalysis ◽  
Efficient Synthesis ◽  
One Pot ◽  
One Pot Synthesis ◽  
Salen Complexes ◽  
High Yields ◽  
First Time

One-pot synthesis of well-defined bio-renewable polyesters and cyclic carbonates in high yields was successfully realized for the first time by way of a tandem reaction using metal salen complexes as catalysts.

Convenient and efficient synthesis of disubstituted piperazine derivatives by catalyst-free, atom-economical and tricomponent domino reactions

RSC Advances ◽  
2015 ◽  
Vol 5 (14) ◽  
pp. 10768-10772 ◽  
Author(s):  
Hong-Ru Dong ◽  
Zi-Bao Chen ◽  
Rong-Shan Li ◽  
Heng-Shan Dong ◽  
Zhi-Xiang Xie
Keyword(s):  
Free Atom ◽  
Domino Reactions ◽  
Efficient Synthesis ◽  
One Pot ◽  
Diversity Oriented Synthesis ◽  
Mild Conditions ◽  
Catalyst Free ◽  
Piperazine Derivatives ◽  
High Yields

One-pot, atom-economical, catalyst-free and tri-component domino reactions are applied to diversity-oriented synthesis (DOS) of disubstituted piperazine derivatives under mild conditions with moderate to high yields.

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.

scholarly journals Efficient synthesis of dihydropyrimidinones via a three-component Biginelli-type reaction of urea, alkylaldehyde and arylaldehyde

2013 ◽  
Vol 9 ◽  
pp. 2846-2851 ◽  
Author(s):  
Haijun Qu ◽  
Xuejian Li ◽  
Fan Mo ◽  
Xufeng Lin
Keyword(s):  
Molecular Iodine ◽  
Tandem Reaction ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Type Reaction ◽  
Reaction Proceeds ◽  
Phosphoric Acids ◽  
Substituted Urea

A one-pot three-component synthesis of dihydropyrimidinones via a molecular iodine-catalyzed tandem reaction of simple readily available mono-substituted urea, alkylaldehyde, and arylaldehyde has been developed. The reaction proceeds with high chemo- and regioselectivity to give highly diverse dihydropyrimidinones in reasonable yields under mild reaction conditions. Moreover, the first catalytic enantioselective version of this reaction was also realized by using chiral spirocyclic SPINOL-phosphoric acids.

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.

A copper-mediated tandem reaction through isocyanide insertion into N–H bonds: efficient access to unsymmetrical tetrasubstituted ureas

2014 ◽  
Vol 50 (12) ◽  
pp. 1465-1468 ◽  
Author(s):  
Xiaomei Huang ◽  
Shuguang Xu ◽  
Qitao Tan ◽  
Mingchun Gao ◽  
Minjie Li ◽  
...  
Keyword(s):  
Tandem Reaction ◽  
Efficient Synthesis ◽  
One Pot ◽  
Efficient Access

A copper-mediated multi-component reaction was developed through isocyanide insertion into N–H bonds of less active secondary arylamines. This approach leads to an efficient synthesis of unsymmetrical tetrasubstituted ureas in one pot.

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.

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