Journal of the Iranian Chemical Society, ( ISI ), Volume (11), No (3), Year (2014-6) , Pages (685-692)

Title : ( Synthesis of novel bis(b-aminocarbonyl) compounds and some b-aminocarbonyls by catalyst-free multicomponent Mannich reactions )

Authors: Hossein Eshghi , Mohammad Rahimizadeh , fatemeh eshkil , Mohsen Hosseini , Mehdi Bakavoli , ,

Access to full-text not allowed by authors

Citation: BibTeX | EndNote

A highly diastereoselective catalyst-free multicomponent Mannich reaction between cyclohexanone, aromatic aldehydes and amines in cyclohexane is described.The double Mannich reaction of diamines and two equivalents of aldehydes and cyclohexanone gave the novel bis(b-aminocarbonyl) compounds. Reactions proceeded in good to high yields with an excellent diastereoselectivity. The best selectivity was obtained where there are weak electron donating and electron-withdrawing groups on the aldehyde. The rate formation of Mannich product is decreased when strong electron-withdrawing groups and/or electron-releasing groups are present on aldehyde. In these cases only the corresponding imines are obtained in moderate to high yields. Aromatic diamines are more suitable than aliphatic diamines in this reaction. Usually, aliphatic diamines only produce the corresponding imines albeit in high yields.

Keywords

, Bis(b-aminocarbonyl) compounds, Mannich reaction,  Combinatorial chemistry, Catalyst
برای دانلود از شناسه و رمز عبور پرتال پویا استفاده کنید.

@article{paperid:1037912,
author = {Eshghi, Hossein and Rahimizadeh, Mohammad and Eshkil, Fatemeh and Hosseini, Mohsen and Bakavoli, Mehdi and , },
title = {Synthesis of novel bis(b-aminocarbonyl) compounds and some b-aminocarbonyls by catalyst-free multicomponent Mannich reactions},
journal = {Journal of the Iranian Chemical Society},
year = {2014},
volume = {11},
number = {3},
month = {June},
issn = {1735-207X},
pages = {685--692},
numpages = {7},
keywords = {Bis(b-aminocarbonyl) compounds;Mannich reaction;  Combinatorial chemistry; Catalyst free},
}

[Download]

%0 Journal Article
%T Synthesis of novel bis(b-aminocarbonyl) compounds and some b-aminocarbonyls by catalyst-free multicomponent Mannich reactions
%A Eshghi, Hossein
%A Rahimizadeh, Mohammad
%A Eshkil, Fatemeh
%A Hosseini, Mohsen
%A Bakavoli, Mehdi
%A ,
%J Journal of the Iranian Chemical Society
%@ 1735-207X
%D 2014

[Download]