105633-68-9Relevant articles and documents
Efficient and selective protection of alcohols and phenols with triisopropylsilyl chloride/imidazole using microwave irradiation
Khalafi-Nezhad, Ali,Fareghi Alamdari, Reza,Zekri, Negar
, p. 7503 - 7506 (2000)
A very simple and efficient method is described for silylation of alcohols and phenols using triisopropylsilyl chloride and imidazole under microwave irradiation. High selectivity was observed for silylation of primary and secondary alcohols and also for structurally different phenols. (C) 2000 Published by Elsevier Science Ltd.
Ligand-Promoted Non-Directed C?H Cyanation of Arenes
Liu, Luo-Yan,Yeung, Kap-Sun,Yu, Jin-Quan
supporting information, p. 2199 - 2202 (2019/01/24)
This article reports the first example of a 2-pyridone accelerated non-directed C?H cyanation with an arene as the limiting reagent. This protocol is compatible with a broad scope of arenes, including advanced intermediates, drug molecules, and natural products. A kinetic isotope experiment (kH/kD=4.40) indicates that the C?H bond cleavage is the rate-limiting step. Also, the reaction is readily scalable, further showcasing the synthetic utility of this method.
Direct C-H Cyanation of Arenes via Organic Photoredox Catalysis
McManus, Joshua B.,Nicewicz, David A.
supporting information, p. 2880 - 2883 (2017/03/11)
Methods for the direct C-H functionalization of aromatic compounds are in demand for a variety of applications, including the synthesis of agrochemicals, pharmaceuticals, and materials. Herein, we disclose the construction of aromatic nitriles via direct C-H functionalization using an acridinium photoredox catalyst and trimethylsilyl cyanide under an aerobic atmosphere. The reaction proceeds at room temperature under mild conditions and has proven to be compatible with a variety of electron-donating and -withdrawing groups, halogens, and nitrogen- and oxygen-containing heterocycles, as well as aromatic-containing pharmaceutical agents.