17666-88-5Relevant academic research and scientific papers
Photorearrangement of o-methoxystilbenoids in acid media
Ho, Jinn-Hsuan,Lin, Jui-Hsien,Ho, Tong-Ing
, p. 805 - 810 (2005)
Photorearrangements of o-methoxystilbenoils (1a-1c) in acid me dia have been investigated. Irradiation of o-methoxystilbene (1c), for ex am pie, could lead to three majorre arrangement products: 2,3,4- trihydro-phenanthren-1- ones(2c), frans-1-arylbut-2-e
Rh-Catalyzed Coupling of Aldehydes with Allylboronates Enables Facile Access to Ketones
Zhang, Kezhuo,Huang, Jiaxin,Zhao, Wanxiang
supporting information, (2022/02/21)
We present herein a novel strategy for the preparation of ketones from aldehydes and allylic boronic esters. This reaction involves the allylation of aldehydes with allylic boronic esters and the Rh-catalyzed chain-walking of homoallylic alcohols. The key to this successful development is the protodeboronation of alkenyl borylether intermediate via a tetravalent borate anion species in the presence of KHF2 and MeOH. This approach features mild reaction conditions, broad substrate scope, and excellent functional group tolerance. Mechanistic studies also supported that the tandem allylation and chain-walking process were involved.
Acylation of aryl halides and α-bromo acetates with aldehydes enabled by nickel/tbadt cocatalysis
Fan, Pei,Zhang, Chang,Zhang, Linchuan,Wang, Chuan
supporting information, p. 3875 - 3878 (2020/05/14)
In this protocol aryl halides and α-bromo acetates are efficiently cross-coupled with an array of (hetero)aromatic and aliphatic aldehydes under the cooperative catalysis of nickel and tetrabutylammonium decatungstate as a hydrogen-atom-transfer photocatalyst. This method provides a concise approach to a variety of ketones with high compatibility of various functional groups.
Palladium-Catalyzed Carbonylative Coupling of Aryl Iodides with Alkyl Bromides: Efficient Synthesis of Alkyl Aryl Ketones
Peng, Jin-Bao,Chen, Bo,Qi, Xinxin,Ying, Jun,Wu, Xiao-Feng
supporting information, p. 4153 - 4160 (2018/09/21)
Alkyl aryl ketones are important structures with applications in many areas of chemistry. Hence, efficient procedures for their production are particularly attractive. In this communication, a general and efficient carbonylative cross-coupling of aryl iodides and unactivated alkyl bromides is presented. By using a simple palladium catalyst, a series of alkyl aryl ketones were synthesized in moderate to excellent yields from readily available alkyl and aryl halides in an In-Ex tube with formic acid as the CO source. In this study both primary and secondary alkyl bromides/iodides were suitable coupling partners. Additionally, this method can also be employed for the late-stage functionalization of complex natural products and polyfunctionalized molecules. (Figure presented.).
Kinetic resolution of aryl alkenylcarbinols catalyzed by Fc-PIP
Hu, Bin,Meng, Meng,Jiang, Shanshan,Deng, Weiping
scheme or table, p. 1289 - 1294 (2012/08/28)
An effective kinetic resolution of a variety of aryl alkenylcarbinols catalyzed by nonenzymatic acyl transfer catalyst Fc-PIP was developed, affording corresponding unreacted alcohols in good to excellent ee value up to 99% and with selectivity factors up to 24.
DIHYDROIMIDAZOTHIAZOLE DERIVATIVES
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Page/Page column 30, (2008/06/13)
Compounds of formula (I): or pharmaceutically acceptable salts thereof, exhibit 5-HT1A agonism in addition to noradrenaline reuptake inhibition and optionally also 5-HT reuptake inhibition are useful for the treatment of obesity.
Photolyses of (3-Naphthoxypropyl)-, (4-Naphthylbutyl)-, and (4-Naphthyl-4-oxobutyl)cobaloxime
Tada, Masaru,Hiratsuka, Mitsunori,Goto, Hiroyuki
, p. 4364 - 4370 (2007/10/02)
The cobalt-carbon bond of the titled compounds is photochemically cleaved to generate an organoradical and a cobaloxime(II) radical pair. 3-(1- or 2-naphtoxy)propyl, 4-(1- or 2-naphthyl)butyl, and 4-(1-or 2-napthyl)-4-oxobutyl radicals thus formed undergo three types of reactions: (a) hydrogen abstraction to give a saturated terminal, (b) hydrogen elimination to give a terminal olefin, and (c) substitution on the naphthalene ring.In benzene and radicals follow process b exclusively (the radicals from (3-(2-napthoxy)propyl)cobaloxime (1a), (3-(1-napthoxy)propyl)cobaloxime (2a), and (4-(1-napthyl)butyl)cobaloxime (2 b)) or preferentially (the radicals from (4-(2-napthyl)butyl)cobaloxime (1 b), (4-(2-napthyl)-4-oxobutyl)cobaloxime (1c), and 4-(1-napthyl)-4-oxobutyl)cobaloxime (2c)).In chloroform, process a becomes important to the extent as the sum of the other two processes.In water-acetonitril (4:1), process c becomes important and even takes precedence of others for the radicals from 1b and 1c.This feature is accounted for by the folding of the side chain of hydrophobic radicals.Encapsulation of the radicals in β-cyclodextrin stimulates process c except for the case of the radical from 2c.In the case of cobaloxime 2c, α-cyclodextrin does not effect the partition process of the intermediate radical.This feature is accounted for by the shallow inclusion of the radical due to the hydrogen bonding as depicted in Figure 1d.
The Formation of Ketones by a Reaction Equivalent to R- + R'COCH2+ -> R'COCH2R
Katritzky, Alan R.,Wrobel, Leszek,Savage, G. Paul,Deyrup-Drewniak, Malgorzata
, p. 133 - 139 (2007/10/02)
A general method has been developed for the overall transformation of α-bromo ketones to α-alkyl or α-aryl ketones, with benzotriazole being used as a synthetic auxiliary, α-Benzotriazolyl ketones, when converted into their phenylhydrazones, reacted smoothly with alkyl and aryl Grignard reagents, which displaced benzotrazolate, to give the corresponding α-alkyl and α-aryl hydrazones.In some cases, these hydrolysed directly to the α-alkyl or α-aryl ketones.In each case, the product was treated with 2,4-dinitrophenylhydrazine to isolate the target ketones as the corresponding 2,4-dinitrophenylhydrazones.
