99734-06-2Relevant academic research and scientific papers
Synthesis of 1-Tri(di)fluoromethyl 1,4-Diketones Enabled by Radical Brook Rearrangement
Chen, Xiang,Liu, Shanshan,Shen, Xiao,Zhang, Jianjun,Zhu, Zhihong
supporting information, p. 4927 - 4931 (2021/09/30)
Herein, we disclose the first and simple one-pot-two-step process to the synthesis of 1-difluoromethyl 1,4-diketones, through Mn-catalyzed radical Brook rearrangement. The methodology is also amenable to the synthesis of 1-trifluoromethyl 1,4-diketones. T
Photo-induced phosphorus radical involved semipinacol rearrangement reaction: Highly synthesis of γ-oxo-phosphonates
Wang, Chunhai,Huang, Xiaoling,Liu, Xueting,Gao, Suqian,Zhao, Bin,Yang, Shangdong
supporting information, p. 677 - 680 (2019/08/27)
Hydroxyphosphoric acids display the unique biological activities, and they have some attractive prospects as clinical drug moleculars. Herein, a new approach for the synthesis of γ-oxo-phosphonates (the precursor of hydroxyphosphoric acid) has been established through the semipinacol rearrangement tactic involved the photo-induced phosphorus radical process. Most important, this transformation is avoid of the external oxidants, and occurs very well under the sunlight irradiation, meanwhile the γ-oxo-phosphonate was easily derivatized to obtain γ-hydroxyphosphoric acid, thus highlights the synthesis value of this method.
I2/Li2CO3-promoted cyanation of diarylalcohols through a dual activation process
Hu, Liangzhen,Hussain, Muhammad Ijaz,Deng, Qingfu,Liu, Qing,Feng, Yangyang,Zhang, Xiaohui,Xiong, Yan
, p. 308 - 314 (2018/12/11)
One-step base promoted strategy for cyanation of α,α-diaryl alcohols has been developed under mild and transition metal-free conditions. This method provides a straightforward and facile way towards the synthesis of β,γ-unsaturated nitriles and α-phenylnitiriles from α-vinyl carbinols and α,α-diaryl methanols, respectively, up to 99% yield. Moreover, various azides and ethers could also be accessed from their respective nucleophiles under standard reaction conditions.
Organoiodine-Catalyzed Enantioselective Alkoxylation/Oxidative Rearrangement of Allylic Alcohols
Zhang, Dong-Yang,Zhang, Ying,Wu, Hua,Gong, Liu-Zhu
supporting information, p. 7450 - 7453 (2019/05/10)
An enantioselective catalytic alkoxylation/oxidative rearrangement of allylic alcohols has been established by using a Br?nsted acid and chiral organoiodine. The presence of 20 mol % of an (S)-proline-derived C2-symmetric chiral iodine led to enantioenriched α-arylated β-alkoxylated ketones in good yields and with high levels of enantioselectivity (84–94 % ee).
Electrochemical Oxidative Aryl(alkyl)trifluoromethylation of Allyl Alcohols via 1,2-Migration
Guan, Zhipeng,Wang, Huamin,Huang, Yange,Wang, Yunkun,Wang, Shengchun,Lei, Aiwen
supporting information, p. 4619 - 4622 (2019/06/17)
An electrochemical oxidative difunctionalization of allyl alcohols for the synthesis of β-trifluoromethyl ketones is achieved through a 1,2-migration process. A series of β-trifluoromethyl ketones can be facilely obtained utilizing CF3SO2
Oxidative acylation of α,α-diarylallylic alcohols: Synthesis of 1,2,4-triarylbutane-1,4-diones
Li, Yong,Leng, Yuting,Wang, Shiwei,Gao, Yuhui,Lv, Huiyan,Chang, Junbiao,Wu, Yusheng,Wu, Yangjie
, (2018/07/31)
A metal-free mediated oxidative acylation of α,α-diarylallylic alcohols with simple aromatic aldehydes for the synthesis of 1,2,4-triphenylbutane-1,4-diones is presented. In the presence of TBPB (tert-butyl peroxybenzoate), desired products were obtained in good to excellent yields for 28 examples. This protocol features high regioselectivity, wide functional group tolerance and atom economy.
Tandem SN2′ nucleophilic substitution/oxidative radical cyclization of aryl substituted allylic alcohols with 1,3-dicarbonyl compounds
Zhang, Zhen,Li, Cheng,Wang, Shao-Hua,Zhang, Fu-Min,Han, Xue,Tu, Yong-Qiang,Zhang, Xiao-Ming
, p. 3239 - 3247 (2017/04/24)
A novel and efficient tandem SN2′ nucleophilic substitution/oxidative radical cyclization reaction of aryl substituted allylic alcohols with 1,3-dicarbonyl compounds has been developed by using Mn(OAc)3 as an oxidant, which enables t
Iron-promoted difunctionalization of alkenes by phenylselenylation/1,2-aryl migration
Wu, Ping,Wu, Kaikai,Wang, Liandi,Yu, Zhengkun
supporting information, p. 5450 - 5453 (2017/11/06)
Iron-promoted difunctionalization of α,α-diaryl and α-aryl-α-alkyl allylic alcohols has been efficiently achieved by means of N-(phenylseleno)phthalimide (N-PSP) under mild conditions. An in situ generated phenylselenium cation (PhSe+) was added to the ol
Dual Catalysis Using Boronic Acid and Chiral Amine: Acyclic Quaternary Carbons via Enantioselective Alkylation of Branched Aldehydes with Allylic Alcohols
Mo, Xiaobin,Hall, Dennis G.
supporting information, p. 10762 - 10765 (2016/09/09)
A ferrocenium boronic acid salt activates allylic alcohols to generate transient carbocations that react with in situ-generated chiral enamines from branched aldehydes. The optimized conditions afford the desired acyclic products embedding a methyl-aryl quaternary carbon center with up to 90% yield and 97:3 enantiomeric ratio, with only water as the byproduct. This noble-metal-free method complements alternative methods that are incompatible with carbon-halogen bonds and other sensitive functional groups.
UV light-mediated difunctionalization of alkenes through aroyl radical addition/1,4-/1,2-Aryl shift cascade reactions
Zheng, Lewei,Huang, Hongli,Yang, Chao,Xia, Wujiong
, p. 1034 - 1037 (2015/03/30)
UV light-mediated difunctionalization of alkenes through an aroyl radical addition/1,4-/1,2-aryl shift has been described. The resulted aroyl radical from a photocleavage reaction added to acrylamide compounds followed by cyclization led to the formation of oxindoles, whereas the addition to cinnamic amides aroused a unique 1,4-aryl shift reaction. Furthermore, the difunctionalization of alkenes of prop-2-en-1-ols was also achieved through aroyl radical addition and a sequential 1,2-aryl shift cascade reaction.
