1575814-74-2Relevant academic research and scientific papers
Nickel-Catalyzed Azide-Alkyne Cycloaddition to Access 1,5-Disubstituted 1,2,3-Triazoles in Air and Water
Kim, Woo Gyum,Kang, Mi Eun,Lee, Jae Bin,Jeon, Min Ho,Lee, Sungmin,Lee, Jungha,Choi, Bongseo,Cal, Pedro M. S. D.,Kang, Sebyung,Kee, Jung-Min,Bernardes, Gon?alo J. L.,Rohde, Jan-Uwe,Choe, Wonyoung,Hong, Sung You
, p. 12121 - 12124 (2017)
Transition-metal-catalyzed or metal-free azide-alkyne cycloadditions are methods to access 1,4- or 1,5-disubstituted 1,2,3-triazoles. Although the copper-catalyzed cycloaddition to access 1,4-disubstituted products has been applied to biomolecular reaction systems, the azide-alkyne cycloaddition to access the complementary 1,5-regioisomers under aqueous and ambient conditions remains a challenge due to limited substrate scope or moisture-/air-sensitive catalysts. Herein, we report a method to access 1,5-disubstituted 1,2,3-triazoles using a Cp2Ni/Xantphos catalytic system. The reaction proceeds both in water and organic solvents at room temperature. This protocol is simple and scalable with a broad substrate scope including both aliphatic and aromatic substrates. Moreover, triazoles attached with carbohydrates or amino acids are prepared via this cycloaddition.
Synergistic Effect of Copper and Ruthenium on Regioselectivity in the Alkyne-Azide Click Reaction of Internal Alkynes
Ramasamy, Sivaraj,Petha, Chittibabu,Tendulkar, Shankar,Maity, Prantik,Eastgate, Martin D.,Vaidyanathan, Rajappa
, p. 880 - 887 (2018/07/31)
Cu(I) salts have been shown to improve the regioselectivity and rate of the Ru-catalyzed alkyne-azide click reaction of internal alkynes with azides. While Cu and Ru individually provide complementary regioselectivity in the case of terminal alkynes, the
An abnormal N-heterocyclic carbene-copper(I) complex in click chemistry
Sau, Samaresh Chandra,Roy, Sudipta Raha,Sen, Tamal K.,Mullangi, Dinesh,Mandal, Swadhin K.
, p. 2982 - 2991 (2014/03/21)
Herein we report the synthesis of a copper(I) chloro complex using an abnormal N-heterocyclic carbene (aNHC) salt, 1,3-bis(2,6-diisopropylphenyl)-2,4- diphenylimidazolium. The Cu(aNHC) complex efficiently catalyzed Huisgen 1,3-dipolar cycloaddition reacti
