A One-Pot Tandem Ugi Multicomponent Reaction (MCR)/Click Reaction as an Efficient Protecting-Group-Free Route to 1H-1,2,3-Triazole-Modified α-Amino Acid Derivatives and Peptidomimetics

2012 ◽  
Vol 95 (1) ◽  
pp. 87-99 ◽  
Author(s):  
Teng-Fei Niu ◽  
Chun Cai ◽  
Lan Yi
Keyword(s):  
Amino Acid ◽  
Multicomponent Reaction ◽  
Click Reaction ◽  
Amino Acid Derivatives ◽  
Protecting Group ◽  
One Pot

UV-Light-Induced Dehydrogenative N-Acylation of Amines with 2-Nitrobenzaldehydes to Give 2-Aminobenzamides

Synthesis ◽  
2022 ◽  
Author(s):  
Dishu Zeng ◽  
Tianbao Yang ◽  
Niu Tang ◽  
Wei Deng ◽  
Jiannan Xiang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Organic Synthesis ◽  
Efficient Method ◽  
Building Block ◽  
Room Temperature ◽  
Uv Light ◽  
Amino Acid Derivatives ◽  
One Pot ◽  
Plausible Mechanism ◽  
High Yields

A simple, mild, green and efficient method for the synthesis of 2-aminobenzamides was highly desired in organic synthesis. Herein, we developed an efficient, one-pot strategy for the synthesis of 2-aminobenzamides with high yields irradiated by UV light. 32 examples proceeded successfully by this photo-induced protocol. The yield reached up to 92%. The gram scale was also achieved easily. This building block could be applied in the preparation of quinazolinones derivatives. Amino acid derivatives could be employed smoothly at room temperature. Finally, a plausible mechanism was proposed.

One-Pot Asymmetric Synthesis of β-Cyanohydroxymethyl α-Amino Acid Derivatives:  Formation of Three Contiguous Stereogenic Centers

2002 ◽  
Vol 4 (25) ◽  
pp. 4519-4522 ◽  
Author(s):  
Shin-ichi Watanabe ◽  
Armando Córdova ◽  
Fujie Tanaka ◽  
Carlos F. Barbas
Keyword(s):  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Amino Acid Derivatives ◽  
One Pot ◽  
Stereogenic Centers

One-pot synthesis of 4-arylidene imidazolin-5-ones by reaction of amino acid esters with isocyanates and α-bromoketones

2019 ◽  
Vol 17 (11) ◽  
pp. 3040-3047
Author(s):  
Jia-Yun Haung ◽  
Indrajeet J. Barve ◽  
Chung-Ming Sun
Keyword(s):  
Amino Acid ◽  
Multicomponent Reaction ◽  
Methyl Esters ◽  
Amino Acid Esters ◽  
One Pot ◽  
One Pot Synthesis ◽  
Acid Methyl ◽  
Acid Esters ◽  
Amino Acid Methyl Esters

A one-pot multicomponent reaction for assembling substituted 4-arylidene imidazolin-5-ones from l-amino acid methyl esters, iso-, isothio- or isoselenocyanates, and α-bromoketones has been discovered.

One-pot synthesis of β-amino acid derivatives via addition of bis(O-silyl) ketene acetals on iminium salts

2007 ◽  
Vol 48 (47) ◽  
pp. 8277-8280 ◽  
Author(s):  
Roba Moumné ◽  
Bernard Denise ◽  
Andrée Parlier ◽  
Solange Lavielle ◽  
Henri Rudler ◽  
...  
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
One Pot ◽  
Iminium Salts ◽  
One Pot Synthesis ◽  
Ketene Acetals ◽  
Silyl Ketene Acetals

scholarly journals A Model for Late-Stage Modification of Polyurethane Dendrimers Using Thiol-Ene Click Chemistry

2021 ◽  
Author(s):  
Dhruba Poudel ◽  
Richard Taylor
Keyword(s):  
Click Chemistry ◽  
Late Stage ◽  
Click Reaction ◽  
Synthetic Approach ◽  
Protecting Group ◽  
One Pot ◽  
The Core ◽  
Curtius Reaction

Protecting group free, one-pot multicomponent Curtius reaction was utilized to afford diurethane G-1 dendron. In our synthetic approach, G-1 dendron can undergo late-stage modification using thiol-ene click reaction, which was then attached to the core to furnish a dendrimer. In another approach, the G-1 dendron was attached to the core and so formed dendrimer was surface functionalized using thiol-ene click chemistry. Either way, we can synthesize the dendrimer.

One-Pot Synthesis of α-Halo β-Amino Acid Derivatives via the Difunctional Coupling of Ethyl α-Diazoacetate with Silyl Halides and N,O-Acetals or Aromatic Tertiary Amines

Synthesis ◽  
2020 ◽  
Vol 52 (12) ◽  
pp. 1823-1832 ◽  
Author(s):  
Norio Sakai ◽  
Kazuki Sasaki ◽  
Hiroki Suzuki ◽  
Yohei Ogiwara
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Amino Acid Esters ◽  
Tertiary Amines ◽  
One Pot ◽  
Metal Free ◽  
Reaction Intermediate ◽  
One Pot Synthesis ◽  
Acid Esters ◽  
Three Component Coupling

The difunctionalization of ethyl α-diazoacetate (EDA) using silyl halides as a nucleophile and N,O-acetals as an electrophile under metal-free conditions is described. This process undergoes a novel three-component coupling (3-CC) reaction using EDA, which leads to a one-pot preparation of α-halo β-amino acid esters. Also, this protocol could be adapted to accept an electrophile composed of aromatic tertiary amines. In both 3-CC reactions, the key reaction intermediate is an iminium intermediate that can be easily and effectively generated either from N,O-acetals or from aromatic tertiary amines.

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