27126-20-1Relevant articles and documents
Chemoselective triazole-phosphonamidate conjugates suitable for photorelease
Siebertz, Kristina D.,Hackenberger, Christian P. R.
, p. 763 - 766 (2018)
Herein, we describe a new method for the conjugation of azide-containing target compounds that can be readily released as amines by irradiation with near UV light. This concept is based on a two-step protocol employing the chemoselective CuAAC and Staudinger-phosphonite reactions to deliver photo-cleavable phosphonamidate conjugates in high yields starting from 2-nitrobenzyl substituted phosphonites.
Interrupted CuAAC-Thiolation for the Construction of 1,2,3-Triazole-Fused Eight-Membered Heterocycles from O-/N-Propargyl derived Benzyl Thiosulfonates with Organic Azides
Jannapu Reddy, Raju,Waheed, Md.,Haritha Kumari, Arram,Rama Krishna, Gamidi
supporting information, p. 319 - 325 (2021/12/02)
A copper(I)-catalyzed interrupted click-sulfenylation of O-/N-propargyl benzyl thiosulfonates with organic azides has been disclosed. The unified CuAAC-thiolation provides a wide range of triazole-fused eight-membered heterocycles in good to high (51–94%) yields under mild reaction conditions. Moreover, a three-component reaction is also achieved involving O-/N-propargyl benzyl thiosulfonates, benzyl bromide, and sodium azide to deliver fused-triazoles in 61–74% yields. From a synthetic point of view, the present protocol has been demonstrated at gram-scale reactions. A plausible mechanism is also proposed based on experimental results and control experiments. (Figure presented.).
A click-based modular approach to introduction of peroxides onto molecules and nanostructures
Dussault, Patrick H.,Horn, Alissa
, p. 44408 - 44429 (2020/12/28)
Copper-promoted azide/alkyne cycloadditions (CuAAC) are explored as a tool for modular introduction of peroxides onto molecules and nanomaterials. Dialkyl peroxide-substituted alkynes undergo Cu(i)-promoted reaction with azides in either organic or biphas
Iridium-catalyzed orthogonal and regioselective synthesis of triazole disulfides in aqueous media under mild conditions
Li, Junhao,Li, Ming,Song, Wangze,Zheng, Nan,Zheng, Yubin
supporting information, p. 2394 - 2398 (2020/05/13)
An orthogonal and regioselective synthesis of triazole disulfides in aqueous media under mild conditions has been developed. This simple and practical approach is environment-friendly and compatible with oxygen/water and various complex biological media.