* Corresponding author.
E-mail address: ravibansal880@gmail.com (R. Bansal)
© 2017 Growing Science Ltd. All rights reserved.
doi: 10.5267/j.ccl.2017.3.001
Current Chemistry Letters 6 (2017) 135–142
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Current Chemistry Letters
homepage: www.GrowingScience.com
One-pot multi-component green synthesis of highly substituted piperidines
Ravi Bansal
*
, Pradeep K. Soni, Jyoti Sharma, Santosh K. Bhardwaj and Anand K. Halve
School of Studies in Chemistry, Jiwaji University, Gwalior (M.P.) INDIA- 474011
C H R O N I C L E A B S T R A C T
Article history:
Received January 2, 2017
Received in revised form
March 1, 2017
Accepted March 6, 2017
Available online
March 6, 2017
An effective and expeditious method of the synthesis of a highly functionalized piperidines,
catalyzed by nontoxic, recyclable and environment friendly sodium lauryl sulfate (SLS), via
one-pot multi-component condensation of aldehydes, amines and β-ketoesters in water at room
temperature, has been developed. This new protocol has advantages such as moderate to high
yields of products obtained after simple post reaction workup. Structure of the synthesized
compounds 4a–4j have been elucidated based on the
1
H NMR,
13
C NMR, FT-IR spectroscopy
and elemental analysis.
© 2017 Growing Science Ltd. All rights reserved.
Keywords:
Heterocycles
Piperidines
Multi-component synthesis
Catalyst
Sodiumlaurylsulfate (SLS)
1. Introduction
Heterocyclic compounds containing nitrogen atom are wide spread in nature and have significant
practical importance because of their applications in medicine and agriculture.
1,2
They are also used as
functional materials. The development of new and efficient methods for the synthesis of N-heterocycles
is one of the greater interests of modern synthetic organic chemistry.
3-5
Synthesis of complex heterocyclic molecules can be easily achieved starting from readily available
starting materials in a single step multi-component reactions (MCRs).
6
In most of the cases these
reactions are advantageous over the linear step-wise syntheses because of the operational simplicity,
shorter reaction time, ecological concerns, low processing costs and avoidance of protection and
deprotection processes.
7
Substituted piperidines are widely present in naturally occurring and synthetic drugs.
8
A variety of
structural features are exhibited by synthetically prepared piperidines including many significant
biological activities. Many methods have been extensively studied for the synthesis of piperidines
because of their antihistamic,
9
anti-HIV,
10
anticancer,
11
antimicrobial,
12
anti-malarial,
13
anti-
inflammatory,
14
insecticidal
15
and other biological activities.