Synthesis of δ- and α-Carbolines via Nickel-Catalyzed [2 + 2 + 2] Cycloaddition of Functionalized Alkyne-Nitriles with Alkynes.Org Lett. 2017 01 06; 19(1):110-113.OL
Abstract
A new method for the synthesis of δ- and α-carbolines through Ni-catalyzed [2 + 2 + 2] cycloaddition of ynamide-nitriles or alkyne-cyanamides with alkynes has been developed. The catalytic system of NiCl2(DME)/dppp/Zn with a low-cost Ni(II)-precursor was first utilized in Ni-catalyzed [2 + 2 + 2] cycloaddition reactions, and the in situ generated Lewis acid may play an important role for the successful transformation. Not only internal alkynes but also terminal alkynes undergo the desired cycloaddition reactions efficiently to furnish the carboline derivatives with wide diversity and functional group tolerance.
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Pub Type(s)
Journal Article
Research Support, Non-U.S. Gov't
Language
eng
PubMed ID
27966985
Citation
Wang, Gaonan, et al. "Synthesis of Δ- and α-Carbolines Via Nickel-Catalyzed [2 + 2 + 2] Cycloaddition of Functionalized Alkyne-Nitriles With Alkynes." Organic Letters, vol. 19, no. 1, 2017, pp. 110-113.
Wang G, You X, Gan Y, et al. Synthesis of δ- and α-Carbolines via Nickel-Catalyzed [2 + 2 + 2] Cycloaddition of Functionalized Alkyne-Nitriles with Alkynes. Org Lett. 2017;19(1):110-113.
Wang, G., You, X., Gan, Y., & Liu, Y. (2017). Synthesis of δ- and α-Carbolines via Nickel-Catalyzed [2 + 2 + 2] Cycloaddition of Functionalized Alkyne-Nitriles with Alkynes. Organic Letters, 19(1), 110-113. https://doi.org/10.1021/acs.orglett.6b03385
Wang G, et al. Synthesis of Δ- and α-Carbolines Via Nickel-Catalyzed [2 + 2 + 2] Cycloaddition of Functionalized Alkyne-Nitriles With Alkynes. Org Lett. 2017 01 6;19(1):110-113. PubMed PMID: 27966985.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Synthesis of δ- and α-Carbolines via Nickel-Catalyzed [2 + 2 + 2] Cycloaddition of Functionalized Alkyne-Nitriles with Alkynes.
AU - Wang,Gaonan,
AU - You,Xu,
AU - Gan,Yi,
AU - Liu,Yuanhong,
Y1 - 2016/12/14/
PY - 2016/12/15/pubmed
PY - 2016/12/15/medline
PY - 2016/12/15/entrez
SP - 110
EP - 113
JF - Organic letters
JO - Org Lett
VL - 19
IS - 1
N2 - A new method for the synthesis of δ- and α-carbolines through Ni-catalyzed [2 + 2 + 2] cycloaddition of ynamide-nitriles or alkyne-cyanamides with alkynes has been developed. The catalytic system of NiCl2(DME)/dppp/Zn with a low-cost Ni(II)-precursor was first utilized in Ni-catalyzed [2 + 2 + 2] cycloaddition reactions, and the in situ generated Lewis acid may play an important role for the successful transformation. Not only internal alkynes but also terminal alkynes undergo the desired cycloaddition reactions efficiently to furnish the carboline derivatives with wide diversity and functional group tolerance.
SN - 1523-7052
UR - https://www.unboundmedicine.com/medline/citation/27966985/Synthesis_of_��__and_��_Carbolines_via_Nickel_Catalyzed_[2_+_2_+_2]_Cycloaddition_of_Functionalized_Alkyne_Nitriles_with_Alkynes_
DB - PRIME
DP - Unbound Medicine
ER -
