4
DS is thankful to DST, New Delhi, India for a research grant
shapes (Figure 2c) were formed spontaneously which is
consistent with literature reports.20b,26 After addition of reacting
substances micellar shapes become larger and more regular
which compliments to our earlier observation (Figure 2d).
[No. EMR/2016/002345]. AG thanks DST, New Delhi for
Research Fellowship. The financial assistance of DST-FIST and
UGC-SAP programme to the Department of Chemistry,
Dibrugarh University is also gratefully acknowledged.
References and notes
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Figure 2: Size of NaDC micelles in absence (a) and presence (b) of reacting
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Based on literature reports15,27 a plausible mechanism for one pot
CuAAC has been proposed (Figure 3) wherein NaN3 plays the
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Conclusion
In summary, we have presented a highly efficient one pot
cascade synthetic protocol for triazole synthesis under micellar
condition. This protocol shows excellent tolerance to various
functional groups and can be successfully extended to hetero
arylboronic acids as well as internal alkynes with low catalyst
loading. Use of bio-surfactant sodium deoxycholate solution as
micellar medium to promote CuAAC reaction greatly increases
the green credentials of the method and establishes a green
alternative to the existing protocols using classical synthetic
surfactants.
23. Concentration of surfactants is chosen as 50 mM which is well
above critical micelle concentration (CMC) of all the surfactants.
Micellar solutions of different surfactants were prepared by
dissolving requisite amounts of solid or liquid surfactants in 100
ml deionized water.
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McCreery, R. L. J. Am. Chem. Soc. 2013, 135, 12972, (b)
Alvarez, S. G.; Alvarez, M. T. Synthesis 1997, 413.
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27. Worrell, B. T.; Malik, J. A.; Fokin, V. V. Science 2013, 340, 457.
28. To a mixture of Cu(OAc)2 (0.244 mg, 0.01 mmol) phenylboronic
acid (1 mmol) and sodium azide (3 equiv) phenyl acetylene
(1mmol) was added in 2 mL aqueous solution of NaDC (50 mM)
and stirred at room temperature for 1 h. After completion of the
Acknowledgments