ChemComm
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DOI: 10.1039/C4CC07413K
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Scheme 5 Plausible reaction pathway for coꢀoperative Ni/Cu catalysed
crossꢀcoupling of alkynyl bromide and terminal alkyne
5
In conclusion, we have developed an efficient protocol for Cspꢀ
Csp and CspꢀCsp2 crossꢀcoupling of alkynes with alkynyl/alkenyl
halides catalysed by Ni/Cu coꢀoperative system in absence of any
ligand leading to the synthesis of a series of unsymmetrical
10 functionalised diaryl, arylꢀalkyl, arylꢀheteroaryl, diheteroaryl 1,3ꢀ
diynes, enꢀynes and 1,3,5ꢀenꢀenꢀynes and ꢀenꢀynꢀynes. To the
best of our knowledge, this is the first report where Ni/Cu
catalytic system in absence of a ligand has been employed for
CadiotꢀChodkiewiez coupling reaction overcoming its associated
15 limitations. Our catalytic system offers a great improvement to
the known Pd/Cu8ꢀ or Cu9 (with ligand)ꢀcatalysed methods. The
enormous potential of this methodology relies on the use of
inexpensive metals as catalyst, use of no ligand, excellent
stereoselectivity and high yield. Further application of this
20 protocol for the synthesis of bioactive molecules bearing diꢀyne
and enꢀyne units constitute our next goal.
We are pleased to acknowledge financial support from DST,
New Delhi in the form of the award of J.C. Bose National
Fellowships to B.C. R. (Grant no. SR/S2/JCBꢀ11/2008). D. K. is
25 thankful to CSIR for his fellowship. We thank Dr. T.K. Paine of
our Institute for his helpful discussion and Nanoscience Project
Unit at IACS, funded by DST, New Delhi for XPS analysis.
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Notes and references
a Department of Organic Chemistry, Indian Association for the
30 Cultivation of Science, Jadavpur, Kolkata 700032, India.
Fax: +91-33-24732805; E-mail: ocbcr@iacs.res.in
† Electronic Supplementary Information (ESI) available: See
DOI: 10.1039/b000000x/
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