ChemInform Abstract: Broensted Acid-Catalyzed Mannich Reaction Through Dual Activation of Aldehydes and N-Boc-imines.

ChemInform ◽  
2016 ◽  
Vol 47 (11) ◽  
pp. no-no
Author(s):  
Taichi Kano ◽  
Yusuke Aota ◽  
Daisuke Asakawa ◽  
Keiji Maruoka
Keyword(s):  
Mannich Reaction ◽  
Acid Catalyzed ◽  
Dual Activation

Brønsted acid-catalyzed Mannich reaction through dual activation of aldehydes and N-Boc-imines

2015 ◽  
Vol 51 (92) ◽  
pp. 16472-16474 ◽  
Author(s):  
Taichi Kano ◽  
Yusuke Aota ◽  
Daisuke Asakawa ◽  
Keiji Maruoka
Keyword(s):  
Mannich Reaction ◽  
Acid Catalyst ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Iminium Salts ◽  
Brönsted Acid ◽  
Brønsted Acid Catalyst ◽  
Acid Catalyzed ◽  
Dual Activation ◽  
Brönsted Acid Catalyst

In the presence of a Brønsted acid catalyst, both aldehydes and N-Boc-aminals were converted to enecarbamates and N-Boc-iminium salts as activated nucleophiles and electrophiles, respectively, giving unprecedented Mannich adducts.

Isocarbostyrils. II. The Conversion of 2-Methyl-4-acyl-5-nitroisocarbostyrils to 2-Substituted Indole-4-carboxylic Acids

1971 ◽  
Vol 49 (17) ◽  
pp. 2797-2802 ◽  
Author(s):  
D. E. Horning ◽  
G. Lacasse ◽  
J. M. Muchowski
Keyword(s):  
Sulfuric Acid ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Alkaline Hydrolysis ◽  
Mannich Reaction ◽  
Reductive Cyclization ◽  
Acid Catalyzed ◽  
Acid Anhydrides ◽  
Hydrolysis Of ◽  
Derivatives Of

The sulfuric acid catalyzed acylation of 2-methyl-5-nitroisocarbostyril with carboxylic acid anhydrides gave the corresponding 4-acylated derivatives 3, which underwent reductive cyclization to 2-substituted derivatives of 4-methyl-1,3,4,5-tetrahydropyrrolo[4.3.2.de]isoquinolin-5-one (4). Alkaline hydrolysis of the six-membered lactam in 4 was accompanied by a retro-Mannich reaction to produce 2-substituted indole-4-carboxylic acids in about 40 % overall yield from 3.

An Enantioselective Broensted Acid-Catalyzed Enamine Mannich Reaction.

ChemInform ◽  
2007 ◽  
Vol 38 (27) ◽  
Author(s):  
A Louise Tillman ◽  
Darren J. Dixon
Keyword(s):  
Mannich Reaction ◽  
Acid Catalyzed

Polyelectrolyte Brønsted acid catalyzed three-component Mannich reactions accelerated by emulsion

RSC Advances ◽  
2016 ◽  
Vol 6 (45) ◽  
pp. 39343-39347 ◽  
Author(s):  
Xi Chen ◽  
Huaming Sun ◽  
Yanlong Luo ◽  
Yajun Jian ◽  
Ya Wu ◽  
...  
Keyword(s):  
Polyacrylic Acid ◽  
Mannich Reaction ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Mannich Reactions ◽  
Brönsted Acid ◽  
Acid Catalyzed

An effective polyelectrolyte Brønsted acid (polyacrylic acid) catalyzed three-component Mannich reaction accelerated by emulsion has been developed.

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