46258-62-2Relevant articles and documents
Dearomative Allylation of Naphthyl Cyanohydrins by Palladium Catalysis: Catalyst-Enhanced Site Selectivity
Komatsuda, Masaaki,Muto, Kei,Yamaguchi, Junichiro,Yanagimoto, Aika
, p. 3423 - 3427 (2020)
A dearomative allylation of naphthyl cyanohydrins with allyl borates and allyl stannanes under palladium catalysis was developed. At the initial stage of this study, the dearomative reaction (C4 substitution of the aromatics) was competing with benzyl substitution. To circumvent this issue, the use of palladium and meta-disubstituted triarylphosphine as the catalyst in a 1:1 ratio was found to enhance the site selectivity, furnishing the desired dearomatized products. Further derivatizations of products were also successful.
Concise Synthesis of Polysubstituted Carbohelicenes by a C?H Activation/Radical Reaction/C?H Activation Sequence
Yin, Jiangliang,You, Jingsong
supporting information, p. 302 - 306 (2018/12/11)
Disclosed herein is the merging of C?H activation and radical chemistry, enabling rapid access to a structurally diverse family of fused carbohelicenes through the fusion of α-acetylnaphthalenes with alkynes under oxidative conditions. This cascade process exhibits exquisite chemoselectivity and regioselectivity. The reaction pathway was analyzed by intermediate separations, control experiments, radical trapping, EPR, MALDI-TOF-MS, and ESI-HRMS experiments, and shown to involve a C2?H activation/radical reaction/C8?H activation relay.
Metal-free oxidation of secondary benzylic alcohols using aqueous TBHP
Wu, Jianglong,Liu, Yan,Ma, Xiaowei,Liu, Ping,Gu, Chengzhi,Dai, Bin
supporting information, p. 1747 - 1758 (2016/10/30)
We report a simple, yet efficient metal-free oxidation of secondary benzylic alcohols in the presence of t-butyl hydroperoxide (70% TBHP) with high yields of up to 98%. This type of reaction can be carried out using a wide variety of substrates, requires no other organic solvent, and proves to be tolerant toward a variety of different functional groups.