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.).
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.
Visible-Light-Promoted Alkylation of Indoles with Tertiary Amines by the Oxidation of a sp3 C-H Bond
Ding, Xuan,Dong, Chun-Lin,Guan, Zhi,He, Yan-Hong
, p. 762 - 767 (2017/12/26)
A visible-light driven reaction for the synthesis of 3-arylmethyl indole derivatives using tertiary amines and indoles was first reported. Corresponding products were obtained with yields of up to 70%, and various functional groups on the indoles were well tolerated when Rose Bengal was used as a photosensitizer and air was used as a green oxidant under mild reaction conditions. (Figure presented.).