Keywords
A3 coupling reaction
copper nanoparticles
Mannich reaction.
propargylamines
rongalite
β-cyclodextrin
Abstract
An efficient and green protocol for the A3 coupling reaction of aldehyde, amine and alkyne involves the use of copper nanoparticles and β-cyclodextrin in water. The copper nanoparticles are generated in situ by reduction with green and cheap sodium hydroxymethanesulfinate (rongalite) while β-cyclodextrin serves as a stabilizing agent and a phase-transfer catalyst.
References
.
Wei C., Li Z., Li C.
Organic Letters,
2003
.
Turberg M., Ardila‐Fierro K.J., Bolm C., Hernández J.G.
Angewandte Chemie - International Edition,
2018
.
Wei C., Li C.
Journal of the American Chemical Society,
2003
.
Chen J.J., Swope D.M.
Journal of Clinical Pharmacology,
2005
.
Sarkar A., Mukherjee T., Kapoor S.
Journal of Physical Chemistry C,
2008
.
Zhang Y., Li P., Wang M., Wang L.
Journal of Organic Chemistry,
2009
.
Kotha S., Khedkar P.
Chemical Reviews,
2011
.
Cao J., Xu G., Li P., Tao M., Zhang W.
ACS Sustainable Chemistry and Engineering,
2017
.
Poshala S., Thunga S., Manchala S., Kokatla H.P.
ChemistrySelect,
2018
.
Zeng T., Chen W., Cirtiu C.M., Moores A., Song G., Li C.
Green Chemistry,
2010
.
Jiang Y., Kong D., Zhao J., Qi Q., Li W., Xu G.
RSC Advances,
2014
.
Gholinejad M., Saadati F., Shaybanizadeh S., Pullithadathil B.
RSC Advances,
2016
.
Chandra S., Kumar A., Tomar P.K.
Journal of Saudi Chemical Society,
2014
.
Mirabedini M., Motamedi E., Kassaee M.Z.
Chinese Chemical Letters,
2015
.
Manikandan R., Anitha P., Viswanathamurthi P., Malecki J.G.
Polyhedron,
2016
.
Cheng S., Shang N., Feng C., Gao S., Wang C., Wang Z.
Catalysis Communications,
2017
.
Suárez-Cerda J., Espinoza-Gómez H., Alonso-Núñez G., Rivero I.A., Gochi-Ponce Y., Flores-López L.Z.
Journal of Saudi Chemical Society,
2017
.
Zhang P., Song T., Wang T., Zeng H.
Applied Catalysis B: Environmental,
2017
.
Shi X., Sun B., Chen Y., Hu Q., Li P., Meng Y., Duan P.
Journal of Catalysis,
2019
.
Sadykova F.T., Zosim T.P., Ramazanov I.R., Dzhemilev U.M.
Mendeleev Communications,
2021
.
Kidwai M., Bansal V., Kumar Mishra N., Kumar A., Mozumdar S.
Synlett,
2007
.
Sheng X., Chen K., Shi C., Huang D.
Synthesis,
2019
.
Huang J., Gray D.G., Li C.
Beilstein Journal of Organic Chemistry,
2013
.
Shi D., Duan Z.
Chinese Journal of Organic Chemistry,
2020