The reaction of some indoles with selenium dioxide

1967 ◽  
Vol 20 (2) ◽  
pp. 359 ◽  
Author(s):  
JFK Wilshire
Keyword(s):  
Selenium Dioxide ◽  
Complex Mixtures ◽  
Similar Reaction ◽  
Reaction Conditions

The reaction of selenium dioxide with indole in benzene gives 3,3?- diindolyl selenide. In separate experiments but with similar reaction conditions, 2-methyl-indole gave complex mixtures from which either 3,3?-di(2-methylindolyl) diselenide or the corresponding triselenide was isolated in low yield. 1,2-Dimethylindole gave 3,3?-di(1,2- dimethylindolyl) triselenide, also in low yield.

Selenium Dioxide Promoted α‐Keto N‐Acylation of Sulfoximines Under Mild Reaction Conditions

2021 ◽  
Author(s):  
Jeyakumar Kandasamy ◽  
Siddharth Baranwal ◽  
Surabhi Gupta
Keyword(s):  
Selenium Dioxide ◽  
Reaction Conditions

A Synthesis of 2-Amino-2,6-dideoxy-D-(and L-)galaetose (Fucosamine) and 2-Amino-2,6-dideoxy-D-(and L-)talose (Pneumosamine)

1973 ◽  
Vol 51 (6) ◽  
pp. 974-977 ◽  
Author(s):  
Malcolm B. Perry ◽  
Virginia Daoust
Keyword(s):  
Similar Reaction ◽  
Reaction Sequence ◽  
Reaction Conditions ◽  
Nef Reaction ◽  
Methanolic Ammonia

5-Deoxy-D-lyxose underwent base-catalyzed addition with nitromethane to give a mixture of 1,6-dideoxy-1-nitro-D-galactitol and 1,6-dideoxy-1-nitro-D-talitol (ca. 2:1). Acetylation of the crystalline 1,6-dideoxy-1-nitro-D-galactitol gave 2,3,4,5-tetra-O-acetyl-1,6-dideoxy-1-nitro-D-galactitol which on treatment with methanolic ammonia afforded 2-acetamido-1,2,6-trideoxy-1-nitro-D-talitol and 2-acetamido-1,2,6-trideoxy-1-nitro-D-galactitol (ca. 3:1) which under the modified Nef reaction conditions gave 2-acetamido-2,6-dideoxy-D-talose and 2-acetamido-2,6-dideoxy-D-galactose respectively. The glycoses were converted to 2-amino-2,6-dideoxy-D-talose hydrochloride and 2-amino-2,6-dideoxy-D-galactose hydrochloride on hydrolysis with hydrochloric acid.A similar reaction sequence applied to 5-deoxy-L-lyxose afforded the L-enantiomorphic intermediates, and gave 2-amino-2,6-dideoxy-L-talose hydrochloride and 2-amino-2,6-dideoxy-L-galactose hydrochloride as final products.

Use of allylzinc halide as a source of halide: Differential addition of nucleophiles to Ts-aziridines and aldehydes under similar reaction conditions

2019 ◽  
Vol 60 (3) ◽  
pp. 276-283 ◽  
Author(s):  
Rana Chatterjee ◽  
Satyajit Samanta ◽  
Anindita Mukherjee ◽  
Sougata Santra ◽  
Grigory V. Zyryanov ◽  
...  
Keyword(s):  
Similar Reaction ◽  
Reaction Conditions

scholarly journals Silver(I) and Copper(I) Complexation with Decachloro-Closo-Decaborate Anion

Crystals ◽  
2020 ◽  
Vol 10 (5) ◽  
pp. 389
Author(s):  
Varvara V. Avdeeva ◽  
Grigoriy A. Buzanov ◽  
Elena A. Malinina ◽  
Nikolay T. Kuznetsov ◽  
Anna V. Vologzhanina
Keyword(s):  
Complexation Reaction ◽  
Similar Reaction ◽  
Cluster Anions ◽  
X Ray Diffraction ◽  
Reaction Conditions ◽  
Boron Cluster ◽  
Composition And Structure ◽  
Coinage Metals ◽  
Closo Decaborate Anion ◽  
Complexation Reactions

A series of complexation reactions of silver(I) and copper(I) in the presence of a polyhedral weakly coordinating [B10Cl10]2− anion has been carried out. The effect of the solvent and the presence of Ph3P on the composition and structure of the reaction product were studied. Eight novel complexes were obtained and characterized by 11B Nuclear magnetic resonance, Infra-Red, and Raman spectroscopies as well as powder and single-crystal X-ray diffraction techniques. The [B10Cl10]2− anion demonstrated weaker coordinating ability towards coinage metals than [B10H10]2− at similar reaction conditions. The [B10Cl10]2− anion remains unreacted in the copper(I) complexation reaction, while in the absence of competing ligands, we obtained the first complexes containing decachloro-closo-decaborate anion directly coordinated by the metal atom. The bonding between metal atoms and the boron cluster anions was studied using the atomic Hirshfeld surfaces. Besides edge and face coordination of the polyhedral anion, this method allowed us to reveal the Ag–Ag bond in crystal of {Ag2(DMF)2[B10Cl10]}n, the presence of which was additionally supported by the Raman spectroscopy data.

Simple and large-scale synthesis of β-phase molybdenum carbides as highly stable catalysts for dry reforming of methane

2018 ◽  
Vol 5 (1) ◽  
pp. 90-99 ◽  
Author(s):  
Haifeng Gao ◽  
Zhiwei Yao ◽  
Yan Shi ◽  
Renren Jia ◽  
Feixue Liang ◽  
...  
Keyword(s):  
Large Scale ◽  
Dry Reforming ◽  
Dry Reforming Of Methane ◽  
Similar Reaction ◽  
Reaction Conditions ◽  
Β Phase ◽  
Molybdenum Carbides ◽  
Catalytic Stability ◽  
Large Scale Synthesis

The catalytic stability of monometallic β-Mo2C/CNTs was found to be superior to that of bimetallic Ni/β-Mo2C under similar reaction conditions.

scholarly journals Optimisation and Scope of a Palladium-Catalysed Allylic Alkylation Cascade

2021 ◽  
Author(s):  
◽  
Matthew Fisk
Keyword(s):  
Organic Synthesis ◽  
Chemical Reactions ◽  
Heterocyclic Ring ◽  
Cascade Reactions ◽  
Major Product ◽  
Complex Mixtures ◽  
Allylic Alkylation ◽  
Reaction Conditions ◽  
Ring Systems

<p>The design and development of new chemical reactions is crucial for progress in organic synthesis research. Cascade reactions, involving two or more steps carried out in situ in a single pot, provide a step-efficient and atom-economic route to synthesise polycyclic ring systems. The synthesis of new heterocyclic ring systems provides valuable routes towards complex natural products. Previous work in the Harvey group led to the development of a regioselective palladium-catalysed allylic alkylation (Pd-AA) cascade. This research aims to expand the scope and utility of this existing Pd-AA cascade, by optimising the current reaction conditions and exploring a range of non-symmetric pyran-based bis-electrophiles and nitrogen and sulfur-based β-carbonyl bis-nucleophiles.  Isomeric 2,3-unsaturated silyl glycosides based on D-glucose and D-galactose were successfully synthesised. These substrates were assessed as bis-electrophiles in the Pd-AA cascade. The yield of the cascade was successfully optimised with the glucose-derived substrate 4-hydroxy-6-methylpyran-2-one, using Pd₂(dba)₃ and Xantphos, to 87% from the previously reported 77% yield. However, the galactose-derived silyl glycoside formed an undesired pyranone as the major product. Additionally, a series of β-dicarbonyl compounds (4-hydroxy-6-methylpyran-2-one analogues) were assessed as bis-nucleophiles in the Pd-AA cascade, with all of the analogues forming complex mixtures of side products and a fully unsaturated pyranone as the major isolated product.</p>

The Hydrosilylation and Cyanosilylation of Ketones Catalyzed using Metal Borohydrides

2019 ◽  
Vol 16 (2) ◽  
pp. 276-282 ◽  
Author(s):  
Yu Liu ◽  
Duodong Zhang ◽  
Yangyang Ma ◽  
Jiayun Li ◽  
Ying Bai ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Reaction Rate ◽  
Biologically Active ◽  
High Conversion ◽  
Similar Reaction ◽  
Reaction Conditions ◽  
Efficient Procedure ◽  
Hydrosilylation Reaction ◽  
One Step ◽  
Relative Catalytic Activity

Aim and Objective: The hydrosilylation reaction of carbonyl compounds has emerged as a powerful method in organic synthesis. The catalytic hydrosilylation of ketones is a valuable transformation because it generates protected cyanosilylation reaction of carbonyl compounds is an efficient procedure for the synthesis of silylated cyanohydrins, which are readily converted into useful functionalized compounds, such as cyanohydrins, α-hydroxy acids, β-amino alcohols and other biologically active compounds. Materials and Methods: A facile, economic and efficient method has been developed for the hydrosilylation and cyanosilylation of ketones using metal borohydrides. A series of silylated ethers and silylated cyanohydrins can be isolated via direct distillation. Results: The catalytic properties of a range of metal borohydrides in the hydrosilylation reaction of acetophenone with diphenylsilane were investigated. The relative catalytic activity of the borohydride catalyst studied was as follows: (CH3)4NBH4> (PhCH2)(CH3)3NBH4> (CH2CH3)4NBH4> (CH3CH2CH2CH3)4NBH4> NaBH4> KBH4> LiBH4. The cyanosilylation of acetophenone using trimethylsilyl cyanide (TMSCN) in the presence of NaBH4 occurred under similar reaction conditions. An excellent reaction rate and high conversion were obtained. Conclusion: The metal borohydride-catalyzed hydrosilylation alcohols in one step. The and cyanosilylation of ketones could be carried out smoothly under mild reaction conditions. Among the metal borohydrides studied, an excellent reaction rate and high conversion were obtained using NaBH4, NaBH (CH2CH3)3 or (alkyl)4 NBH4 as the reaction catalyst.

scholarly journals Identification and functional analysis of VP3, the guanylyltransferase of Banna virus (genus Seadornavirus, family Reoviridae)

2005 ◽  
Vol 86 (4) ◽  
pp. 1141-1146 ◽  
Author(s):  
Fauziah Mohd Jaafar ◽  
Houssam Attoui ◽  
Peter P. C. Mertens ◽  
Philippe de Micco ◽  
Xavier de Lamballerie
Keyword(s):  
Expression System ◽  
Similar Reaction ◽  
Reaction Conditions ◽  
Virus Core ◽  
Capping Enzyme ◽  
A Cell ◽  
Rna Capping ◽  
Outer Capsid ◽  
Banna Virus ◽  
Cell Free Expression System

Banna virus (BAV) particles contain seven structural proteins: VP4 and VP9 form an outer-capsid layer, whilst the virus core contains three major proteins (VP2, VP8 and VP10) and two minor proteins (VP1 and VP3). Sequence analysis showed that VP3 contains motifs [Kx(I/V/L)S] and (Hx n H) that have previously been identified in the guanylyltransferases of other reoviruses. Incubation of purified BAV-Ch core particles with [α-32P]GTP resulted in exclusive covalent labelling of VP3, demonstrating autoguanylation activity (which is considered indicative of guanylyltransferase activity). Recombinant VP3 prepared in a cell-free expression system was also guanylated under similar reaction conditions, and products were synthesized (in the presence of non-radiolabelled GDP) that co-migrated with GMP, GDP and GpppG during TLC. This reaction, which required magnesium ions for optimum activity, demonstrates that VP3 possesses nucleoside triphosphatase (GTPase) activity and is the BAV guanylyltransferase (RNA ‘capping’ enzyme).

Hydrogenation of chloronitrobenzenes over Pd and Pt catalysts supported on cationic resins

2014 ◽  
Vol 68 (12) ◽  
Author(s):  
Milan Králik ◽  
Zuzana Vallušová ◽  
Peter Major ◽  
Adriana Takáčová ◽  
Milan Hronec ◽  
...  
Keyword(s):  
Palladium Catalysts ◽  
Reaction Rate ◽  
Consumption Rate ◽  
Reaction Rates ◽  
Similar Reaction ◽  
Reaction Conditions ◽  
Hydrogen Consumption ◽  
Liquid Phase Hydrogenation ◽  
Polymeric Chains ◽  
Anionic Groups

AbstractLiquid phase hydrogenation of chloronitrobenzene isomers (x-CNB x = 2, 3, 4) to the corresponding chloroanilines (x-CAN) at mild reaction conditions (0.6 MPa, 25°C, diethyl ether-methanol as solvents) over palladium and platinum catalysts containing 1 mass % of metal on trimethylammonium functionalized poly{styrene-co-divinylbenzene} (Dowex-D) was studied. The average selectivities to x-CAN over Pd/D-Cl and Pd/D-OH catalysts were 72 % and 42 %, respectively, at the x-CNB conversion of about 80 %. The average selectivities of 81 % and 84 % were achieved using Pt/D-Cl and Pt/D-OH, respectively, at the x-CNB conversion of approximately 90 %, whereas the average starting reaction rates were 1.2 × 10−3 mol g−1 s−1 and 2.6 × 10−3 mol g−1 s−1 (hydrogen consumption rate per mass of platinum), respectively. Under similar reaction conditions, using palladium catalysts supported on a resin with anionic groups anchored to polymeric chains at the average reaction rate equal to 3.8 × 10−3 mol g−1 s−1 (hydrogen consumption rate per mass of palladium), the selectivities from 85 % (2-CAN and 3-CAN) to 95 % (4-CAN) were achieved (Kratky et al., 2002).

scholarly journals Dehydrogenative Transformation of Alcoholic Substrates in Aqueous Media Catalyzed by an Iridium Complex Having a Functional Ligand with α-Hydroxypyridine and 4,5-Dihydro-1H-imidazol-2-yl Moieties

Catalysts ◽  
2018 ◽  
Vol 8 (8) ◽  
pp. 312 ◽  
Author(s):  
Masato Yoshida ◽  
Han Wang ◽  
Takuya Shimbayashi ◽  
Ken-ichi Fujita
Keyword(s):  
Catalytic System ◽  
Aqueous Media ◽  
Catalytic Performance ◽  
Water Soluble ◽  
Iridium Complex ◽  
Similar Reaction ◽  
Reaction Conditions ◽  
System A ◽  
Iridium Catalyst ◽  
Oxidation Of Alcohols

A new catalytic system that employs water as an environmentally friendly solvent for the dehydrogenative oxidation of alcohols and lactonization of diols has been developed. In this catalytic system, a water-soluble dicationic iridium complex having a functional ligand that comprises α-hydroxypyridine and 4,5-dihydro-1H-imidazol-2-yl moieties exhibits high catalytic performance. For example, the catalytic dehydrogenative oxidation of 1-phenylethanol in the presence of 0.25 mol % of the iridium catalyst and base under reflux in water proceeded to give acetophenone in 92% yield. Additionally, under similar reaction conditions, the iridium-catalyzed dehydrogenative lactonization of 1,2-benzenedimethanol gave phthalide in 98% yield.

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