RhCl3·3H2O-Catalyzed Regioselective C(sp2)–H Alkoxycarbonylation: Efficient Synthesis of Indole- and Pyrrole-2-carboxylic Acid Esters

ACS Catalysis ◽  
2019 ◽  
Vol 9 (6) ◽  
pp. 5545-5551 ◽  
Author(s):  
Kang Zhao ◽  
Rongrong Du ◽  
Bingyang Wang ◽  
Jianhua Liu ◽  
Chungu Xia ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Efficient Synthesis ◽  
Acid Esters

scholarly journals Organobase-catalyzed three-component reactions for the synthesis of 4H-2-aminopyrans, condensed pyrans and polysubstituted benzenes

2014 ◽  
Vol 10 ◽  
pp. 141-149 ◽  
Author(s):  
Moustafa Sherief Moustafa ◽  
Saleh Mohammed Al-Mousawi ◽  
Maghraby Ali Selim ◽  
Ahmed Mohamed Mosallam ◽  
Mohamed Hilmy Elnagdi
Keyword(s):  
Carboxylic Acid ◽  
Acid Ester ◽  
Synthetic Methods ◽  
Efficient Synthesis ◽  
One Pot ◽  
Carboxylic Acid Ester ◽  
Acid Esters

Novel routes for the preparation of 2-amino-4H-pyran-3-carbonitrile 9, amino-arylbenzoic acid ester derivatives 13a,b, 2-aminotetrahydro-4H-chromene-3-carbonitrile 18, 3-amino-4-cyanotetrahydronaphthalene-2-carboxylic acid ester 26 and 4-amino-3,5-dicyanophthalic acid ester derivatives 37a–c were developed. The synthetic methods utilize one-pot reactions of acetylene carboxylic acid esters, α,β-unsaturated nitriles and/or active methylenenitriles in the presence of L-proline or DABCO. Plausible mechanisms are suggested for the formation of the products. Finally, these compounds were used for the efficient synthesis of 6-amino-5-cyanonicotinic acid ester derivatives 31a,b, ethyl 4-amino-5H-pyrano[2,3-d]pyrimidine-6-carboxylates 33a,b, 4-amino-6H-pyrrolo[3,4-g]quinazoline-9-carbonitrile 39, and 1,7-diamino-6-(N'-hydroxycarbamimidoyl)-3-oxo-5-phenyl-3H-isoindole-4-carboxylate (40).

ChemInform Abstract: Efficient Synthesis of Fluorinated Secondary Alcohols by Reaction of Polyfluoro Carboxylic Acid Esters with Trialkylalanes.

ChemInform ◽  
2010 ◽  
Vol 25 (26) ◽  
pp. no-no
Author(s):  
O. G. KHOMUTOV ◽  
V. I. FILYAKOVA ◽  
A. V. KUCHIN ◽  
K. I. PASHKEVICH ◽  
G. A. TOLSTIKOV
Keyword(s):  
Carboxylic Acid ◽  
Secondary Alcohols ◽  
Efficient Synthesis ◽  
Acid Esters

Ketones from Nickel-Catalyzed Decarboxylative, Non-Symmetric Cross-Electrophile Coupling of Carboxylic Acid Esters

2019 ◽  
Author(s):  
Jiang Wang ◽  
Brian P. Cary ◽  
Peyton Beyer ◽  
Samuel H. Gellman ◽  
Daniel Weix
Keyword(s):  
Carboxylic Acid ◽  
Solid Support ◽  
Reaction Conditions ◽  
Decarboxylative Coupling ◽  
New Strategy ◽  
The Cross ◽  
Acyl Donors ◽  
Acid Esters

A new strategy for the synthesis of ketones is presented based upon the decarboxylative coupling of N-hydroxyphthalimide (NHP) esters with S-2-pyridyl thioesters. The reactions are selective for the cross-coupled product because NHP esters act as radical donors and the thioesters act as acyl donors. The reaction conditions are general and mild, with over 40 examples presented, including larger fragments and the 20-mer peptide Exendin(9-39) on solid support.

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