Nickel-Catalyzed Azide-Alkyne Cycloaddition To Access 1,5-Disubstituted 1,2,3-Triazoles in Air and Water

Woo Gyum Kim, Mi Eun Kang, Jae Bin Lee, Min Ho Jeon, Sungmin Lee, Jungha Lee, Bongseo Choi, Pedro M. S. D. Cal, Sebyung Kang, Jung-Min Kee, Gonçalo J. L. Bernardes , Jan-Uwe Rohde, Wonyoung Choe and Sung You Hong*

*School of Energy and Chemical Engineering, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan 44919, Republic of Korea, Email: syhongunist.ac.kr

W. G. Kim, M. E. Kang, J. B. Lee, M. H. Jeon, S. Lee, J. Lee, B. Choi, P. M. S. D. Cal, S. Kang, J.-M. Kee, G. J. L. Bernardes , J.-U. Rohde, W. Choe, S. Y. Hong, J. Am. Chem. Soc., 2017, 139, 12121-12124.

DOI: 10.1021/jacs.7b06338

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Abstract

The Cp₂Ni/Xantphos catalytic system enables the synthesis of 1,5-disubstituted 1,2,3-triazoles under aqueous and ambient conditions. This protocol is simple and scalable with a broad substrate scope including both aliphatic and aromatic substrates.

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proposed catalytic cycle

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Key Words

1,2,3-triazoles, green chemistry

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ID: J48-Y2017