779-52-2Relevant academic research and scientific papers
One pot synthesis of α-N-heteroaryl ketone derivatives from aryl ketones using aqueous NaICl2
Ghodse, Shrikant M.,Hatvate, Navnath T.,Telvekar, Vikas N.
supporting information, (2021/12/08)
A simple and efficient method for the synthesis of α-heteroaryl ketones from aryl ketones and amine using aqueous sodium dichloroiodate is established. This method is mild, operationally simple, has a short reaction time, and easy workup procedure to afford the corresponding α-N-heteroaryl ketone derivatives in moderate to good yield.
Au(I)-Catalyzed Hydration of 1-Iodoalkynes Leading to α-Iodoketones
Cazin, Catherine S. J.,Gómez-Herrera, Alberto,Hashim, Ishfaq Ibni,Nahra, Fady,Porré, Marre
, p. 6790 - 6794 (2020/11/23)
A catalytic protocol for the Au(I)-catalyzed hydration of 1-iodoalkynes is disclosed. The use of Au(I)–NHC catalyst enabled the straightforward synthesis of a variety of α-iodomethyl ketones in good to excellent yields. The utility of this simple method is further highlighted by showcasing iodination/hydration and hydration/oxidation sequential protocols leading to the construction of molecular complexity.
Solvent-Free Synthesis of α-Amino Ketones from α-Hydroxyl Ketones via A Novel Tandem Reaction Sequence Based on Heyns Rearrangement
Li, Ling-Yu,Zeng, Qing-Le,Li, Guang-Xun,Tang, Zhuo
supporting information, p. 694 - 699 (2019/03/26)
Heyns rearrangement have been famous for carbohydrate chemists for several decades. However, this reaction was underrated as a useful method for synthetic chemists due to preparative shortcomings. Herein we developed an efficient method for the synthesis of pharmaceutically important α-amino ketones from readily available α-hydroxy ketones and secondary amines through a tandem reaction sequence based on Heyns rearrangement. The reaction smoothly proceeded by using catalytic PTSA as catalyst without solvent. Primary and secondary α-hydroxy ketones were readily used and regioselectively afforded the correspondingly α-amino ketones with moderate yield.
Electrochemical synthesis of α-enaminones from aryl ketones
Li, Yanan,Gao, Huihui,Zhang, Zhenlei,Qian, Peng,Bi, Meixiang,Zha, Zhenggen,Wang, Zhiyong
, p. 8600 - 8603 (2016/07/13)
A novel approach to realize the synthesis of α-enaminones via an electrochemical oxidation was developed under mild conditions. This methodology opens up a simple and efficient strategy for the synthesis of α-enaminone derivatives in good yields. Accordin
One pot rhodium catalysed three component dehydrogenation route to fused and spiro-heterocycles
Allison, Matthew,Sridharan, Visuvanathar
supporting information, p. 6551 - 6555 (2015/11/09)
A three component rhodium-catalysed dehydrogenation reaction has been used for the synthesis of fused and spiro-heterocycles. The reaction proceeds in good yields with the formation of three new bonds and four stereocentres.
Direct use of formamides as amino group sources via C-N bond cleavage: A catalytic oxidative synthesis of α-ketoamides from acetophenones and formamides under metal-free conditions
Zhao, Qiong,Miao, Tao,Zhang, Xiaobin,Zhou, Wei,Wang, Lei
, p. 1867 - 1873 (2013/04/10)
An efficient and direct use of formamides as amino group sources for the synthesis of α-ketoamides was developed under metal-free conditions. The reaction was based on the oxidative coupling of acetophenones with formamides and generated the desired products in good yields in the presence of t-BuOOH/I2/PhCO2H.
TBHP/I2-promoted oxidative coupling of acetophenones with amines at room temperature under metal-free and solvent-free conditions for the synthesis of α-ketoamides
Zhang, Xiaobin,Wang, Lei
scheme or table, p. 2141 - 2145 (2012/09/10)
A novel and efficient TBHP/I2-promoted oxidative coupling reaction of acetophenones with amines for the synthesis of α-ketoamides has been developed. The reactions proceeded smoothly at room temperature under metal-free and solvent-free conditions and generated the corresponding products in good yields.
Asymmetric synthesis of β-dialkylamino alcohols by transfer hydrogenation of α-dialkylamino ketones
Kosmalski, Tomasz,Wojtczak, Andrzej,Zaidlewicz, Marek
experimental part, p. 1138 - 1143 (2009/09/27)
Transfer hydrogenation of representative aryl and heteroaryl dialkylaminomethyl ketones with formic acid-triethylamine, catalyzed by RuCl[(R,R)-TsDPEN](η-p-cymene), produces the corresponding β-dialkylamino alcohols, 97-99% ee, in 50-73% yields. Asymmetric synthesis of (R)-macromerine, 98% ee, the cactus Coryphantha macromeris alkaloid, is also described.
Novel N,S-phenacyl protecting group and its application for peptide synthesis
Tang, Guo,Ji, Tao,Hu, An-Fu,Zhao, Yu-Fen
experimental part, p. 1907 - 1909 (2009/04/11)
The phenacyl group can be introduced onto amino and thio groups by N,S-alkylation reactions. Conversely, these groups are removed rapidly by employing magnesium in acetic acid. This protecting group was successfully applied to a short peptide synthesis of Boc-L-Cys-Gly-OMe. Georg Thieme Verlag Stuttgart.
