Molecules 2011, 16(5), 4070-4081; doi:10.3390/molecules16054070
Article

Copper(I)-Catalyzed [ 3+ 2] Cycloaddition of 3-Azidoquinoline-2,4(1H,3H)-diones with Terminal Alkynes

1,* email, 2, 3, 4, 5 and 5,* email
Received: 18 April 2011; in revised form: 11 May 2011 / Accepted: 13 May 2011 / Published: 18 May 2011
(This article belongs to the Section Organic Synthesis)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: 3-Azidoquinoline-2,4(1H,3H)-diones 1, which are readily available from 4-hydroxyquinolin-2(1H)-ones 4 via 3-chloroquinoline-2,4(1H,3H)-diones 5, afford, in copper(I)-catalyzed [3 + 2] cycloaddition reaction with terminal acetylenes, 1,4-disubstituted 1,2,3-triazoles 3 in moderate to excellent yields. The structures of compounds 3 were confirmed by 1H and 13C-NMR spectroscopy, combustion analyses and mass spectrometry.
Keywords: cycloaddition; azides; quinoline-2,4(1H,3H)-diones; terminal alkynes; 1,2,3-triazoles
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MDPI and ACS Style

Kafka, S.; Hauke, S.; Salcinovic, A.; Soidinsalo, O.; Urankar, D.; Kosmrlj, J. Copper(I)-Catalyzed [ 3+ 2] Cycloaddition of 3-Azidoquinoline-2,4(1H,3H)-diones with Terminal Alkynes. Molecules 2011, 16, 4070-4081.

AMA Style

Kafka S, Hauke S, Salcinovic A, Soidinsalo O, Urankar D, Kosmrlj J. Copper(I)-Catalyzed [ 3+ 2] Cycloaddition of 3-Azidoquinoline-2,4(1H,3H)-diones with Terminal Alkynes. Molecules. 2011; 16(5):4070-4081.

Chicago/Turabian Style

Kafka, Stanislav; Hauke, Sylvia; Salcinovic, Arjana; Soidinsalo, Otto; Urankar, Damijana; Kosmrlj, Janez. 2011. "Copper(I)-Catalyzed [ 3+ 2] Cycloaddition of 3-Azidoquinoline-2,4(1H,3H)-diones with Terminal Alkynes." Molecules 16, no. 5: 4070-4081.

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