volume 26 issue 4 pages 792-797

Ni0-Catalyzed Regioselective [2 + 2 + 2] Cyclotrimerization of 1,3-Diynes: An Expeditious Synthesis of Hexasubstituted Alkynyl Benzenes

Publication typeJournal Article
Publication date2024-01-22
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
In the present work, we demonstrate a regioselective [2 + 2 + 2] cyclotrimerization of 1,3-diynes catalyzed by Ni0 to provide hexasubstituted benzenes (HSBs). HSBs have significant applications as functional materials and pharmaceuticals. The present protocol exhibited remarkable versatility, transforming 1,3-diynes with diverse alkyl, aryl, and heterocyclic groups to the corresponding HSBs. With the help of control experiments and density functional theory (DFT), the mechanism of the reaction and the origin of regioselectivity were elucidated.
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Chakrabortty R., Ghosh S., Venkata Prasanth B. Ni0-Catalyzed Regioselective [2 + 2 + 2] Cyclotrimerization of 1,3-Diynes: An Expeditious Synthesis of Hexasubstituted Alkynyl Benzenes // Organic Letters. 2024. Vol. 26. No. 4. pp. 792-797.
GOST all authors (up to 50) Copy
Chakrabortty R., Ghosh S., Venkata Prasanth B. Ni0-Catalyzed Regioselective [2 + 2 + 2] Cyclotrimerization of 1,3-Diynes: An Expeditious Synthesis of Hexasubstituted Alkynyl Benzenes // Organic Letters. 2024. Vol. 26. No. 4. pp. 792-797.
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TY - JOUR
DO - 10.1021/acs.orglett.3c03863
UR - https://pubs.acs.org/doi/10.1021/acs.orglett.3c03863
TI - Ni0-Catalyzed Regioselective [2 + 2 + 2] Cyclotrimerization of 1,3-Diynes: An Expeditious Synthesis of Hexasubstituted Alkynyl Benzenes
T2 - Organic Letters
AU - Chakrabortty, Rajesh
AU - Ghosh, Suman
AU - Venkata Prasanth, B.
PY - 2024
DA - 2024/01/22
PB - American Chemical Society (ACS)
SP - 792-797
IS - 4
VL - 26
PMID - 38252507
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
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BibTex (up to 50 authors) Copy
@article{2024_Chakrabortty,
author = {Rajesh Chakrabortty and Suman Ghosh and B. Venkata Prasanth},
title = {Ni0-Catalyzed Regioselective [2 + 2 + 2] Cyclotrimerization of 1,3-Diynes: An Expeditious Synthesis of Hexasubstituted Alkynyl Benzenes},
journal = {Organic Letters},
year = {2024},
volume = {26},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://pubs.acs.org/doi/10.1021/acs.orglett.3c03863},
number = {4},
pages = {792--797},
doi = {10.1021/acs.orglett.3c03863}
}
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Chakrabortty, Rajesh, et al. “Ni0-Catalyzed Regioselective [2 + 2 + 2] Cyclotrimerization of 1,3-Diynes: An Expeditious Synthesis of Hexasubstituted Alkynyl Benzenes.” Organic Letters, vol. 26, no. 4, Jan. 2024, pp. 792-797. https://pubs.acs.org/doi/10.1021/acs.orglett.3c03863.