94348-26-2Relevant academic research and scientific papers
Stereo-controlledanti-hydromagnesiation of aryl alkynes by magnesium hydrides
Chiba, Shunsuke,Li, Yihang,Ong, Derek Yiren,Pang, Jia Hao,Takita, Ryo,Wang, Bin,Watanabe, Kohei
, p. 5267 - 5272 (2020/06/04)
A concise protocol foranti-hydromagnesiation of aryl alkynes was established using 1?:?1 molar combination of sodium hydride (NaH) and magnesium iodide (MgI2) without the aid of any transition metal catalysts. The resulting alkenylmagnesium intermediates could be trapped with a series of electrophiles, thus providing facile accesses to stereochemically well-defined functionalized alkenes. Mechanistic studies by experimental and theoretical approaches imply that polar hydride addition from magnesium hydride (MgH2) is responsible for the process.
Rhodium(I)-catalyzed carbonylative arylation of alkynes with arylboronic acids using formaldehyde as a carbonyl source
Wang, Chuang,Morimoto, Tsumoru,Kanashiro, Hiroyuki,Tanimoto, Hiroki,Nishiyama, Yasuhiro,Kakiuchi, Kiyomi,Artok, Levent
supporting information, p. 1155 - 1159 (2014/05/20)
The rhodium(I)-catalyzed reaction of alkynes with arylboronic acids in the presence of formaldehyde resulted in a carbon monoxide gas-free carbonylative arylation to yield α,β-enones. The simultaneous loading of phosphine-ligated and phosphine-free rhodium(I) complexes is required for efficient catalysis, which catalyze the abstraction of a carbonyl moiety from formaldehyde (decarbonylation) and its subsequent introduction into the substrate (carbonylation), respectively. Georg Thieme Verlag Stuttgart New York.
Ruthenium-catalyzed intermolecular hydroacylation of internal alkynes: The use of ceria-supported catalyst facilitates the catalyst recycling
Miura, Hiroki,Wada, Kenji,Hosokawa, Saburo,Inoue, Masashi
supporting information, p. 861 - 864 (2013/02/25)
Versatile and practical: Intermolecular hydroacylation of internal alkynes takes place in the presence of Ru catalysts together with HCO2Na and Xantphos to give the corresponding conjugated enones. Aromatic aldehydes with or without coordinatin
Rhodium catalyzed reaction of internal alkynes with organoborons under CO atmosphere: a product tunable reaction
Artok, Levent,Ku?, Melih,Aksin-Artok, ?zge,Dege, Fatma Nurcan,?zkilin?, Fatma Yelda
scheme or table, p. 9125 - 9133 (2010/01/16)
Alkynes react with organoborons under a CO atmosphere in the presence of a rhodium(I) catalyst to afford mainly 5-aryl-2(5H)-furanones, α,β-unsaturated ketones, and indanones. The product selectivity can be tuned by modifying the reaction conditions.
Synthesis of α,β-unsaturated ketones by rhodium-catalyzed carbonylative arylation of internal alkynes with arylboronic acids
Ku?, Melih,Artok, ?zge Aksin,Ziyanak, Firat,Artok, Levent
experimental part, p. 2587 - 2592 (2009/04/16)
The Rh-catalyzed reaction of arylboronic acids with internal alkynes under a CO atmosphere in the presence of an acid additive afforded α,β-unsaturated ketones as the major products. Hydroacylation of internal alkynes, except in the case of diaryl acetylenes, proceeded in syn fashion, yielding the E-configured isomer. A mixture of E- and Z-isomers was obtained with diphenyl acetylene. Reactions were also highly regioselective for various nonsymmetric alkynes.
Synthesis of 3-aryl-1-(4-methoxyphenyl)-2--2-propen-1-ones and benzopyran derivatives
Verma, Braham S.,Dhindsa, Kuldip Singh,Sangwan, Naresh K.
, p. 239 - 243 (2007/10/02)
Acylation of anisole (5) or m-methoxyphenol (6) with arylacetic acid (7 or 8) gives the corresponding deoxybenzoins (9-12) along with minor isomeric product 13 in one case.Acetylation of 4-hydroxy-4'-methoxydeoxybenzoin (10) with acetic anhydride in pyridine or its alkylation with N-(2-chloroethyl)diethylammonium/pyrrolidinium chloride furnishes the corresponding deoxybenzoin derivatives (14-16).Condensation of 9, 11, 15 and 16 with araldehydes affords the corresponding title compounds 2-propen-1-ones (17, 19 and 21-23). 1-(2-Hydroxy-4-methoxyphenyl)-2,3-diphenyl-2-propen-1-one (19) is isomerized using silica gel or hydrochloric acid to 2,3-trans-2,3-dihydro-7-methoxy-2,3-diphenyl-4H-1-benzopyran-4-one (24) which on sodium borohydride reduction provides a mixture of isomeric benzopyranols (25).Dehydration of 25 gives 7-methoxy-2,3-diphenyl-2H/4H-1-benzopyran (27).The isomeric 7-methoxy-2,4-diphenyl-2H/4H-1-benzopyran (28) is prepared by the reaction of 2,3-dihydro-7-methoxy-2-phenyl-4H-1-benzopyran-4-one (26) with phenylmagnesium bromide.Condensation of 11 with 7 in acetic anhydride/triethylamine furnishes 4-benzyl-7-methoxy-3-phenyl-2H-1-benzopyran-2-one (29).
Antifertility Agents: Part 52-Synthesis and Antiimplantation Study of 4,5-trans/cis-1-Acetyl-3,4,5-triarylpyrazolines
Kumar, Surat,Rastogi, Shri Nivas
, p. 968 - 971 (2007/10/02)
The reaction of 2-phenyl-p-methoxyacetophenone (1) with benzaldehyde or p-hydroxybenzaldehyde gives E- and Z-isomers of 1,2,3-triarylpropen-1-ones (2e,z and 3e,z).Condensation of the E-isomer of 2 (2e) and 3e,z with hydrazine hydrate affords a mixture of
Structure-Activity Relationship of Estrogens: Receptor Affinity and Estrogen Antagonist Activity of Certain (E)- and (Z)-1,2,3-Triaryl-2-propen-1-ones
Mittal, Shubhra,Durani, Susheel,Kapil, Randhir S.
, p. 492 - 497 (2007/10/02)
(E)- nad (Z)-1,2,3-triphenyl-2-propen-1-ones and some of their phenolic and alkoxy analogues, substituted at the para position in one or more aromatic rings, were synthesized and assigned geometry on the basis on their spectroscopic data.The structure-act
