133349-90-3Relevant academic research and scientific papers
Late-stage azolation of benzylic C?H bonds enabled by electrooxidation
Ruan, Zhixiong,Huang, Zhixing,Xu, Zhongnan,Zeng, Shaogao,Feng, Pengju,Sun, Ping-Hua
, p. 800 - 807 (2021)
The installation of azoles via C–H/N–H cross-coupling is significantly underdeveloped, particularly in benzylic C–H azolation due to the requirement for external chemical oxidants and the challenge in controlling the site- and chemo-selectivity. Herein, a late-stage azolation of benzylic C?H bonds enabled by electrooxidation is described, which proceeds in an undivided cell under mild, catalyst- and chemical-oxidant-free reaction conditions. The strategy empowers the C?H azolation on primary, secondary, and even challenging tertiary benzylic positions selectively. The remarkable synthetic utility of our approach is highlighted by its easy scalability without overoxidation of products and ample scope with valuable functional groups. The approach can be directly used to install benzyl and azole motifs on highly functionalized drug molecules. [Figure not available: see fulltext.]
Benzylic C(sp3)-H Functionalization for C-N and C-O Bond Formation via Visible Light Photoredox Catalysis
Pandey, Ganesh,Laha, Ramkrishna,Singh, Deepak
, p. 7161 - 7171 (2016/08/30)
A visible light mediated highly selective benzylic C-H bond functionalization for intermolecular C-N and C-O bond formation is reported. This cross-dehydrogenative coupling reaction demonstrates a straightforward protocol for incorporating the heteroaromatics to the benzylic position. Benzylic oxidation of various alkyl aryls to corresponding carbonyl compounds has also been reported.
Synthesis of 1H-benzotriazoles via reductive amination on solid supports
Zimmermann, Viktor,Müller, Rainhard,Br?se, Stefan
, p. 278 - 280 (2008/09/21)
An efficient synthesis of N-benzyl-1H-benzotriazoles utilizing a two-step reductive amination reaction on solid supports has been achieved. The method is suitable for combinatorial synthesis. Georg Thieme Verlag Stuttgart.
N-benzotriazoles: Preparation and Use in Synthesis
Katritzky, Alan R.,Lan, Xiangfu,Lam, Jamshed N.
, p. 1819 - 1826 (2007/10/02)
Methoxybenzenes and -naphthalenes are benzotriazolylmethylated in the para-position or if this is blocked in an ortho-position.The methylene groups in the products are readily substituted by electrophiles via the lithiated derivatives.Displacement ot the benzotriazole group can be effected by organometallic reagents or by electron-rich benzoid compounds to afford a versatile method for the synthesis of substituted aryl ethers.Key Words: Lithiation/ Grignard reaction/ Condensation/ Aryl ethers/ Diarylmethanes
