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Introduction
Organic synthesis in water has attracted the attention of chemists
for many years. Water is the nature’s solvent and possesses
distinguished physical and chemical properties. It exhibits powerful
hydrogen bonding and wide temperature range to remain in liquid
state. In recent years, many organic transformations have been carried
out in water.
1,2
Many organic solvents like benzene, methanol, toluene
are carcinogenic and can be toxic to human health and cause an
environmental menace by polluting the atmosphere. The replacement
of volatile organic solvents in organic reaction is an important aim
of green chemistry.
3,4
Earliest known examples of organic synthesis
in water include Wohler’s urea synthesis and Baeyer and Drewsen’s
indigo synthesis.
5–7
In recent years, several N, O, and S containing heterocyclic
compounds are synthesized employing green synthetic protocols. It is
of considerable interest to learn more about varied green technology
platforms, which have been utilized for the synthesis of important
heterocyclic scaffold. Being an important and growing area of
research, these green protocols have been regularly reviewed. The
present attempt is to review briefy water mediated organic reactions,
resulting in the synthesis of various heterocyclic frame works and to
highlight the signifcance as well as utility of water as a green solvent.
Synthesis of substituted azo schiff bases
8
Zarei M et al.
8
reported the synthesis of pure azo Schiff bases
(2) in high yields by mixing of the reagents either as aqueous slurry
or by grinding at room temperature. Azoaldehyde (1) was prepared
from p-anisidine and 2-hydroxy-3-methoxybenzaldehyde (o-vanillin)
in aqueous medium at 0-5°C and then 1 was allowed to react with
amines in a small amount of water at room temperature to produce azo
Schiff bases (2) in excellent yields (Figure 1).
Synthesis of pyrano[2,3-c]pyrazoles
9
Silica-water reaction medium was applied by Pravin et al.
9
for the
synthesis of various pyrano[2,3-c]pyrazole derivatives based on the
adsorptive nature of silica. The reaction was carried out under mild
and neutral conditions accepting several functional groups present in
the molecules thus reducing the possibility of many unwanted side
reactions. Present method offers marked improvements with regard
to product yield, reaction time, and greenness of procedure, avoiding
hazardous organic solvents/toxic catalysts and provides a better, clean
and practical alternative to the existing protocols (Figure 2).
Figure 1 Synthesis of substituted azo Schiff bases.
8
Figure 2 Synthesis of Pyrano[2,3-c]pyrazoles.
9
Synthesis of aryldipyrromethanes
10
Taoufk et al.
10
have reported the oxidation of aryldipyrromethanes
with p-chloranil (in dichloromethane), or DDQ (2,3-dichloro-
5,6-dicyano-1,4-benzoquinone) at room temperature to obtain the
corresponding dipyrrins in good yields (50-78%) (Figure 3).
Figure 3 Synthesis of aryldipyrromethanes.
10
Synthesis of pyrimido[4,5-d]pyrimidine
11
A practically convenient and eco-friendly aqua mediated synthesis
of pyrimido[4,5-d]pyrimidines by the reaction of barbituric acid,
aldehyde and urea or thiourea to yield pyrimido[4,5-d]pyrimidines
MOJ Biorg Org Chem. 2017;1(7):239‒243. 239
© 2017 Sachdeva et al. This is an open access article distributed under the terms of the Creative Commons Attribution License,
which permits unrestricted use, distribution, and build upon your work non-commercially.
A mini-review on organic synthesis in water
Volume 1 Issue 7 - 2017
Harshita Sachdeva, Sarita Khaturia
Department of Chemistry, Mody University of Science and
Technology, India
Correspondence: Harshita Sachdeva, Department of
Chemistry, College of Arts, Science and Humanities, Mody
University of Science and Technology, Laxmangarh-332311
(Sikar), Rajasthan, India, Email drhmsachdevaster@gmail.com,
harshitasachdeva.cash@modyuniversity.ac.in
Received: December 3, 2017 | Published: December 13, 2017
Abstract
The use of water as solvent in organic synthesis is one of the most powerful tool of
green chemistry as it reduces emission of toxic chemicals in the environment thereby
reducing pollution. Reactions can be carried out under mild conditions minimizing
chemical waste with easy work up procedure enabling recycling of the catalyst. This
review briefly highlights some important reactions carried out recently in water.
Keywords: green chemistry, water, organic synthesis, green solvent
MOJ Bioorganic & Organic Chemistry
Review Article
Open Access