ChemInform Abstract: N-Methylation of Aromatic Amines and N-Heterocycles under Acidic Conditions with the TTT (1,3,5-Trioxane-Triethylsilane-Trifluoroacetic Acid) System.

ChemInform ◽  
2016 ◽  
Vol 47 (11) ◽  
pp. no-no
Author(s):  
Tobias A. Popp ◽  
Franz Bracher
Keyword(s):  
Trifluoroacetic Acid ◽  
Aromatic Amines ◽  
Acid System ◽  
Acidic Conditions

[5-(Adenin-9-yl)-5-deoxy-L-pentofuranosyl]phosphonates - A Novel Type of Nucleotide Analogs Related to HPMPA. II. Synthesis of L-ribo and L-xylo Configurated Derivatives by Recyclization of Diethyl (5-RS)-[1,2-O-Isopropylidene-5-O-methanesulfonyl-D-pentofuranos-5-C-yl]phosphonates under Acidic Conditions

1993 ◽  
Vol 58 (9) ◽  
pp. 2180-2196 ◽  
Author(s):  
Miroslav Otmar ◽  
Ivan Rosenberg ◽  
Milena Masojídková ◽  
Antonín Holý
Keyword(s):  
Phosphonic Acid ◽  
Trifluoroacetic Acid ◽  
Recyclization Reaction ◽  
Nucleotide Analogs ◽  
Acidic Conditions

Further cyclic analogs of the antiviral (S)-9-(3-hydroxy-2-phosphonomethoxypropyl)adenine (I) were prepared: both anomers of [5-(adenin-9-yl)-5-doxy-L-ribofuranosyl]phosphonic acid (α-IId and β-IId) and [5-(adenin-9-yl)-5-doxy-α-L-ribofuranosyl]phosphonic acid (IIe). Recyclization reaction of diethyl (5RS-(3-O-benzyl-1,2-O-isopropylidene-5-O-methanesulfonyl-D-ribofuranos-5-C-yl)phosphonate (IVb) and diethyl (5RS-(3-O-benzyl-1,2-O-isopropylidene-5-O-methanesulfonyl-D-xylofuranos-5-C-yl)phosphonate (IVd) in trifluoroacetic acid led to cyclic aldehydes Va and Vb which were reduced to diethyl α- and β-L-ribofuranosylphosphonates VIb and α-L-xylofuranosylphosphonate VIIb. Conversion to the protected 5-O-tosylates VId and VIId, followed by reaction with adenine and deprotection, afforded the mentioned nucleotide analogs IId and IIe. An attempt to prepare L-pentofuranosylphosphonates Vc and XIII, suitable for the synthesis of nucleotide analogs of 3-deoxy-L-erythro and L-xylo configuration (IIf and IIg, respectively) by the recyclization reaction of the corresponding 5-O-methanesulfonyl derivatives IVf and XIIb failed. In this case, anhydro derivatives IXa, XVa and XVIa were isolated and identified.

ChemInform Abstract: AROMATIC TRANSACYLATION WITH ACYLPOLYMETHYLBENZENE-TRIFLUOROACETIC ACID SYSTEM

1983 ◽  
Vol 14 (14) ◽  
Author(s):  
T. KEUMI ◽  
T. MORITA ◽  
K. KOROME ◽  
M. IKEDA ◽  
H. KITAJIMA
Keyword(s):  
Trifluoroacetic Acid ◽  
Acid System

The Reaction of 2-(Acylamino)benzonitriles with Primary Aromatic Amines: A Convenient Synthesis of 2-Substituted 4-(Arylamino)quinazolines

Synthesis ◽  
2015 ◽  
Vol 47 (11) ◽  
pp. 1623-1632 ◽  
Author(s):  
Elina Marinho ◽  
M. Proença
Keyword(s):  
Acetic Acid ◽  
Trifluoroacetic Acid ◽  
Aromatic Amines ◽  
Room Temperature ◽  
Ethyl Chloroformate ◽  
Convenient Synthesis ◽  
Primary Aromatic Amines

2-Substituted 4-(arylamino)quinazolines were prepared from 2-(acylamino)benzonitriles and primary arylamines by refluxing in either ethanol using trifluoroacetic acid as a catalyst or acetic acid. The 2-aminobenzonitrile was acylated by reaction with anhydrides, isocyanates, or ethyl chloroformate at room temperature.

Direct Microwave Promoted Trifluoroacetylation of Aromatic Amines with Trifluoroacetic Acid.

ChemInform ◽  
2004 ◽  
Vol 35 (8) ◽  
Author(s):  
Jose Salazar ◽  
Simon E. Lopez ◽  
Oscar Rebollo
Keyword(s):  
Trifluoroacetic Acid ◽  
Aromatic Amines
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