31859-50-4Relevant articles and documents
Iridium-Catalysed Reductive Deoxygenation of Ketones with Formic Acid as Traceless Hydride Donor
Yang, Zhiheng,Zhu, Xueya,Yang, Shiyi,Cheng, Weiyan,Zhang, Xiaojian,Yang, Zhanhui
supporting information, p. 5496 - 5505 (2020/10/22)
An iridium-catalysed deoxygenation of ketones and aldehydes is achieved, with formic acid as hydride donor and water as co-solvent. At low catalyst loading, a number of 4-(N,N-disubstituted amino) aryl ketones are readily deoxygenated in excellent yields and chemoselectivity. Numerous functional groups, especially phenolic and alcoholic hydroxyls, secondary amine, carboxylic acid, and alkyl chloride, are well tolerable. Geminally dideuterated alkanes are obtained with up to 90% D incorporation, when DCO2D and D2O are used in place of their hydrogenative counterparts. The activating 4-(N,N-disubstituted amino)aryl groups have been demonstrated to undergo a variety of useful transformations. The deoxygenative deuterations have been used to prepare a deuterated drug molecule Chlorambucil-4,4-d2. (Figure presented.).
Metal and acid-free visible light-mediated Friedel-Crafts alkylation reactions of indole with anilines
Dai, Xiao-Qiang,Xu, Wen-Xiu,Wen, Ya-Long,Liu, Xing-Hai,Weng, Jian-Quan
, p. 2945 - 2949 (2018/06/29)
Metal and acid-free visible light-induced Friedel-Crafts C3-alkylation reactions of indole derivatives were developed using N,N-dimethylanilines as the carbon source. A cheap and readily available organic dye, Rose Bengal, was applied as the photocatalyst. This environmentally friendly transformation afforded C3-alkylated indoles in moderate to good yields under mild conditions.
K 2 S 2 O 8-Mediated Arylmethylation of Indoles with Tertiary Amines via sp 3 C-H Oxidation in Water
Singh, Manjula,Yadav, Arvind K.,Yadav, Lal Dhar S.,Singh, Rana Krishna Pal
supporting information, p. 2306 - 2310 (2018/10/20)
A transition-metal- A nd catalyst-free, highly efficient synthesis of 3-arylmethylindoles has been achieved using tertiary amines as both methylene (-CH 2-) transfer and arylmethylation agents and K 2 S 2 O 8 as a convenient oxidant. The key feature of this protocol is the utilisation of K 2 S 2 O 8 as an inexpensive and easy to handle radical surrogate that can effectively promote the reaction, leading to the formation of C(sp 2)-C(sp 3)-C(sp 2) bonds via sp 3 C-H bond oxidation in water at room temperature in a one-pot procedure.