99902-07-5Relevant academic research and scientific papers
Gold Catalysts Can Generate Nitrone Intermediates from a Nitrosoarene/Alkene Mixture, Enabling Two Distinct Catalytic Reactions: A Nitroso-Activated Cycloheptatriene/Benzylidene Rearrangement
Cheng, Mu-Jeng,Kardile, Rahul Dadabhau,Kuo, Tung-Chun,Liu, Rai-Shung,More, Sayaji Arjun
supporting information, p. 5506 - 5511 (2021/07/31)
Gold-catalyzed reactions of cycloheptatrienes with nitrosoarenes yield nitrone derivatives efficiently. This reaction sequence enables us to develop gold-catalyzed aerobic oxidations of cycloheptatrienes to afford benzaldehyde derivatives using CuCl and nitrosoarenes as co-catalysts (10-30 mol %). Our density functional theory calculations support a novel nitroso-activated rearrangement, tropylium → benzylidene. With the same nitrosoarenes, we developed their gold-catalyzed [2 + 2 + 1]-annulations between nitrosobenzene and two enol ethers to yield 5-alkoxyisoxazolidines using 1,4-cyclohexadienes as hydrogen donors.
Erratum: Cu-Catalyzed Three-Component Carboamination of Alkenes (J. Am. Chem. Soc. (2018) 140:1 (58?61) DOI: 10.1021/jacs.7b10529)
Gockel, Samuel N.,Buchanan, Travis L.,Hull, Kami L.
supporting information, p. 6019 - 6020 (2021/05/13)
Pages 59 and 60. We have identified an error in the structural analysis of compounds presented in our publication detailing. (Table presented).
Sulphonic acid functionalized porphyrin anchored with a: Meso -substituted triazolium ionic liquid moiety: A heterogeneous photo-catalyst for metal/base free C-C cross-coupling and C-N/C-H activation using aryl chloride under visible light irradiation
Bhansali, Karan,Raut, Subodh,Barange, Shital,Bhagat, Pundlik
, p. 19690 - 19712 (2020/12/04)
We report an easy process to synthesize sulphonic acid functionalized porphyrin, anchored with a meso-substituted triazolium ionic liquid moiety (SAFPTILM) for metal/base free C-C cross-coupling and C-N/C-H activation using aryl chloride under visible light irradiation. The acid strength has been measured based on the Hammett indicator. The SAFPTILM photocatalyst comprising 18 π-conjugated electronic systems with the chromophore substituents in the meso-position can provide rapid electronic conducting channels during photocatalysis under the irradiation of visible light. It was found that SAFPTILM is an efficient photocatalyst for the Heck, Sonogashira, Buchwald, Ullmann/Fittig coupling and C-H activation of phenols with different aryl chlorides in the absence of a base/noble metal, using 5 W LED (yellow) light under ambient conditions. The photocatalyst with low band gap (1.55 eV) comprising conjugation, favors coupling reaction of unactivated aryl chlorides, by easy excitation of electrons and transfer to the conjugated benzimidazolium based phenylenediamine support delaying the recombination of photoinduced electron-hole pairs.
Regioselectivity-Switchable Intramolecular Hydroarylation of Ynone
Lu, Shiwei,Wu, Feng,Zhu, Shifa
supporting information, p. 5632 - 5638 (2020/12/07)
The switchable catalytic approach to the regioselective intramolecular hydroarylation of ynone has been developed. When ZnI2 was used as catalyst, the umpolung α-arylation of ynone was realized via an addition-elimination process of iodine ion to generate the ortho-phenanthrenequinone methide (o-PQM), which could be trapped by styrene to form benzo[f,h]chromenes through hetero-Diels-Alder reaction. While IPrAuCl/AgSbF6 was applied, however, the β-arylation of ynone took place to afford benzocycloheptene-5-ones in moderate to excellent yields. (Figure presented.).
Bench-Stable Sulfoxide-Based Boronates: Preparation and Application in a Tandem Suzuki Reaction
?ubiňák, Marek,Eigner, Václav,Tobrman, Tomá?
, p. 4604 - 4614 (2018/10/31)
A set of novel aromatic and heteroaromatic bench-stable sulfoxide-based boronates was prepared. The structure of the boronates was established by means of X-ray crystallography, and the prepared boronates were successively used in Suzuki cross-coupling reactions under different conditions. We also developed a tandem Suzuki reaction so that a base is generated during the nucleophilic addition of Grignard reagents to 4-bromobenzaldehyde. The formed intermediates were smoothly coupled with the prepared boronates and the boronic acids under external base-free conditions. (Figure presented.).
Cu-Catalyzed Three-Component Carboamination of Alkenes
Gockel, Samuel N.,Buchanan, Travis L.,Hull, Kami L.
supporting information, p. 58 - 61 (2018/01/17)
Copper-catalyzed intermolecular carboamination of alkenes with α-halocarbonyls and amines is presented with 42 examples. Electron rich, electron poor, and internal styrenes, as well as α-olefins, are functionalized with α-halocarbonyls and aryl or aliphat
1,3,8-TRIAZASPIRO[4,5]DECAN-4-ONE DERIVATIVES USEFUL FOR THE TREATMENT OF ORL-1 RECEPTOR MEDIATED DISORDERS
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Paragraph 0171-0172, (2017/02/28)
The present invention is directed to novel 1,3,8-triazaspiro[4.5]decan-4-one derivatives of the general formulawherein all variables are as defined herein, useful in the treatment of disorders and conditions mediated by the ORL-1 G-protein coupled receptor. More particularly, the compounds of the present invention are useful in the treatment of disorders and conditions such as anxiety, depression, substance abuse, neuropathic pain, acute pain, migraine, asthma, cough and for improved cognition.
UV light-mediated difunctionalization of alkenes with CF3SO2Na: Synthesis of trifluoromethyl phenanthrene and anthrone derivatives
Li, Bing,Fan, Dan,Yang, Chao,Xia, Wujiong
supporting information, p. 5293 - 5297 (2016/07/06)
A metal-free and cost-effective protocol for UV light-mediated difunctionalization of alkenes with CF3SO2Na was developed. This strategy realized the direct formation of Csp3-CF3 and C-C bonds through a proposed
Phosphine-Free Suzuki Cross-Coupling Reaction Using an Efficient and Reusable Pd Catalyst in an Aqueous Medium under Microwave Irradiation
Da Silva, Joaquim F. M.,Yepes Perez, Andres F.,De Almeida, Natália P.
supporting information, p. 1995 - 2004 (2015/08/18)
We report here an improved, highly efficient, and general method for the ligand-free Suzuki cross-coupling reaction to the synthesis of biaryls, bipyridyls, thienylpyridine, and allylphenols. Microwave irradiation of (het)aryl halides and (hetaryl, allyl)arylboronic acid N-methyl-iminodiacetic acid (MIDA) ester, using polyurea microencapsulated palladium catalyst (Pd EnCat 30), gave the coupling adducts 1a-x in excellent yields in just 10-18 min.
An efficient and new protocol for phosphine-free Suzuki coupling reaction using palladium-encapsulated and air-stable MIDA boronates in an aqueous medium
Mendes Da Silva, Joaquim Fernando,Yepes Perez, Andres Felipe,Pinto De Almeida, Natalia
, p. 28148 - 28155 (2014/07/21)
A simple methodology that uses a system based on polyurea microencapsulated palladium (PdEnCat 30) and aryl or (2-pyridyl) MIDA boronates for Suzuki-Miyaura cross-coupling reactions of (hetero)aryl halides in water-alcohol under phosphine-free conditions was developed. This journal is the Partner Organisations 2014.
