DEAD-Mediated Oxidative Ugi/Aza-Wittig Reaction for the Synthesis of 5-(1,2,3,4-Tetrahydroisoquinolin-1-yl)-1,3,4-oxadi­­azoles Starting from (N-Isocyanimine)triphenylphosphorane

Synthesis ◽  
2020 ◽  
Author(s):  
Ming-Wu Ding ◽  
Mei Sun ◽  
Long Zhao ◽  
Yan-Ling Yu
Keyword(s):  
Carboxylic Acids ◽  
Wittig Reaction ◽  
One Pot

AbstractA one-pot protocol for the synthesis of 5-(1,2,3,4-tetra­hydroisoquinolin-1-yl)-1,3,4-oxadiazoles via DEAD-mediated oxidative Ugi/aza-Wittig reaction has been developed. The reaction of (N-iso­cyanimine)triphenylphosphorane, carboxylic acids, and N-aryl-1,2,3,4-tetrahydroisoquinolines produced polysubstituted 5-(1,2,3,4-tetra­hydroisoquinolin-1-yl)-1,3,4-oxadiazoles directly in good yields in the presence of DEAD as an oxidant.

Synthesis of 3-(Cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8- carboxylic Acids Via an Efficient Three-component Condensation Reaction between Cyclohexylisocyanide and 2-Aminopyridine-3-carboxylic Acid in the Presence of Aromatic Aldehyde

2018 ◽  
Vol 21 (4) ◽  
pp. 298-301 ◽  
Author(s):  
Ghasem Marandi
Keyword(s):  
Biological Sciences ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
High Performance ◽  
Condensation Reaction ◽  
Aromatic Aldehydes ◽  
New Materials ◽  
One Pot ◽  
High Yields ◽  
Benzaldehyde Derivatives

Aim and Objective: The reaction of cyclohexylisocyanide and 2-aminopyridine-3- carboxylic acid in the presence of benzaldehyde derivatives in ethanol led to 3-(cyclohexylamino)-2- arylimidazo[1,2-a]pyridine-8-carboxylic acids in high yields. In a three component condensation reaction, isocyanide reacts with 2-aminopyridine-3-carboxylic acid and aromatic aldehydes without any prior activation. Material and Methods: The synthesized products have stable structures which have been characterized by IR, 1H, 13C and Mass spectroscopy as well as CHN-O analysis. Results: In continuation of our attempts to develop simple one-pot routes for the synthesis of 3- (cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8-carboxylic acids, aromatic aldehydes with divers substituted show a high performance. Conclusion: In conclusion, this study introduces the art of combinatorial chemistry using a simple one-pot procedure for the synthesis of new materials which are interesting compounds in medicinal and biological sciences.

scholarly journals Tandem oxidation–Wittig reaction using nanocrystalline barium manganate (BaMnO4); an improved one-pot protocol

2016 ◽  
Vol 57 (33) ◽  
pp. 3773-3775 ◽  
Author(s):  
Mohammad Gholinejad ◽  
Habib Firouzabadi ◽  
Maedeh Bahrami ◽  
Carmen Nájera
Keyword(s):  
Wittig Reaction ◽  
One Pot

Mild one-pot conversion of carboxylic acids to amides or esters with Ph3P/trichloroisocyanuric acid

2005 ◽  
Vol 46 (35) ◽  
pp. 5945-5947 ◽  
Author(s):  
Rogério da C. Rodrigues ◽  
Igor M.A. Barros ◽  
Edson L.S. Lima
Keyword(s):  
Carboxylic Acids ◽  
One Pot ◽  
Trichloroisocyanuric Acid

Amides in One Pot from Carboxylic Acids and Amines via Sulfinylamides

2014 ◽  
Vol 16 (2) ◽  
pp. 604-607 ◽  
Author(s):  
Jianfei Bai ◽  
Bartosz K. Zambroń ◽  
Pierre Vogel
Keyword(s):  
Carboxylic Acids ◽  
One Pot

ChemInform Abstract: Synthetic Study on the T3P®-Promoted One-Pot Preparation of 1-Substituted-3,4-dihydro-β-carbolines by the Reaction of Tryptamine with Carboxylic Acids.

ChemInform ◽  
2016 ◽  
Vol 47 (33) ◽  
Author(s):  
Peter Abranyi-Balogh ◽  
Tamas Foeldesi ◽  
Alajos Gruen ◽  
Balazs Volk ◽  
Gyoergy Keglevich ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
One Pot

One-pot synthesis of amides from carboxylic acids activated using thionyl chloride

RSC Advances ◽  
2016 ◽  
Vol 6 (41) ◽  
pp. 34468-34475 ◽  
Author(s):  
A. Leggio ◽  
E. L. Belsito ◽  
G. De Luca ◽  
M. L. Di Gioia ◽  
V. Leotta ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Tertiary Amine ◽  
Thionyl Chloride ◽  
One Pot ◽  
One Pot Synthesis ◽  
Tertiary Amides

We report on a one-pot synthesis of secondary and tertiary amides from carboxylic acids and amines in the presence of a tertiary amine by using thionyl chloride.

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