Search Results - "Mykhailiuk, Pavel K."
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1
Fluorinated Pyrazoles: From Synthesis to Applications
Published in Chemical reviews (10-02-2021)“…Fluorinated pyrazoles play an important role in medicinal chemistry, drug discovery, agrochemistry, coordination chemistry, and organometallic chemistry. Since…”
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2
A Practical and Scalable Approach to Fluoro‐Substituted Bicyclo[1.1.1]pentanes
Published in Angewandte Chemie International Edition (18-07-2022)“…After more than 20 years of trials, a practical scalable approach to fluoro‐substituted bicyclo[1.1.1]pentanes (F‐BCPs) has been developed. The physicochemical…”
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3
Fluorine-Containing Prolines: Synthetic Strategies, Applications, and Opportunities
Published in Journal of organic chemistry (03-06-2022)“…Fluorinated prolines play an important role in peptide studies, protein engineering, medicinal chemistry, drug discovery, and agrochemistry. Since the first…”
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4
Generation of C2F5CHN2 In Situ and Its First Reaction: [3+2] Cycloaddition with Alkenes
Published in Chemistry : a European journal (22-04-2014)“…The novel chemical reagent, C2F5CHN2, is generated in situ from C2F5CH2NH2⋅HCl and sodium nitrite. It reacts with mono‐ and disubstituted electron‐deficient…”
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5
2-Oxabicyclo[2.1.1]hexanes as saturated bioisosteres of the ortho-substituted phenyl ring
Published in Nature chemistry (01-08-2023)“…The ortho -substituted phenyl ring is a basic structural element in chemistry. It is found in more than three hundred drugs and agrochemicals. During the past…”
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6
Water‐Soluble Non‐Classical Benzene Mimetics
Published in Angewandte Chemie International Edition (27-04-2020)“…A new generation of saturated benzene mimetics, 2‐oxabicyclo[2.1.1]hexanes, was developed. These compounds were designed as analogues of bicyclo[1.1.1]pentane…”
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7
Saturated Bioisosteres of ortho‐Substituted Benzenes
Published in Angewandte Chemie International Edition (09-11-2020)“…Saturated bioisosteres of ortho‐disubstituted benzenes (bicyclo[2.1.1]hexanes) were synthesized, characterized and validated. These cores were incorporated…”
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8
Rapid and Scalable Halosulfonylation of Strain‐Release Reagents
Published in Angewandte Chemie International Edition (16-01-2023)“…Sulfonylated aromatics are commonplace motifs in drugs and agrochemicals. However, methods for the direct synthesis of sulfonylated non‐classical arene…”
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9
Large-Scale Synthesis and Modifications of Bicyclo[1.1.1]pentane-1,3-dicarboxylic Acid (BCP)
Published in Journal of organic chemistry (15-10-2021)“…In flow photochemical addition of propellane to diacetyl allowed construction of the bicyclo[1.1.1]pentane (BCP) core in a 1 kg scale within 1 day. Haloform…”
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10
General Synthesis of 3‐Azabicyclo[3.1.1]heptanes and Evaluation of Their Properties as Saturated Isosteres
Published in Angewandte Chemie International Edition (25-09-2023)“…A general approach to 3‐azabicyclo[3.1.1]heptanes by reduction of spirocyclic oxetanyl nitriles was developed. The mechanism, scope, and scalability of this…”
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11
A Radical Approach to Anionic Chemistry: Synthesis of Ketones, Alcohols, and Amines
Published in Journal of the American Chemical Society (24-04-2019)“…Historically accessed through two-electron, anionic chemistry, ketones, alcohols, and amines are of foundational importance to the practice of organic…”
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12
1‐Substituted 2‐Azaspiro[3.3]heptanes: Overlooked Motifs for Drug Discovery
Published in Angewandte Chemie International Edition (17-07-2017)“…The 2‐substituted piperidine core is found in drugs (18 FDA‐approved drugs), however, their spirocyclic analogues remain unknown. Described here is the…”
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13
2,2,2-Trifluorodiazoethane (CF3CHN2): A Long Journey since 1943
Published in Chemical reviews (25-11-2020)“…2,2,2-Trifluorodiazoethane (CF3CHN2) has been proven to be a valuable reagent for the rapid synthesis of various classes of trifluoromethyl-substituted organic…”
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14
2-Oxabicyclo[2.2.2]octane as a new bioisostere of the phenyl ring
Published in Nature communications (02-10-2023)“…The phenyl ring is a basic structural element in chemistry. Here, we show the design, synthesis, and validation of its new saturated bioisostere with improved…”
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15
Synthesis of Spirocyclic Pyrrolidines: Advanced Building Blocks for Drug Discovery
Published in Chemistry : a European journal (27-11-2017)“…In the context of drug discovery, novel spirocyclic pyrrolidines have been synthesized in two steps from common three‐ to seven‐membered‐ring (hetero)alicyclic…”
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16
Synthesis of Functionalized Difluorocyclopropanes: Unique Building Blocks for Drug Discovery
Published in Chemistry : a European journal (22-08-2018)“…Difluorocyclopropane‐containing building blocks for drug discovery were synthesized from the functionalized alkenes and TMSCF3/NaI. Novel fluorinated acids,…”
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17
Deoxofluorination of Aliphatic Carboxylic Acids: A Route to Trifluoromethyl-Substituted Derivatives
Published in Journal of organic chemistry (20-12-2019)“…A practical method for the synthesis of functionalized aliphatic trifluoromethyl-substituted derivatives from aliphatic acids is developed. The transformation…”
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18
Synthesis of 2,2‐Disubstituted Spirocyclic Pyrrolidines by Intramolecular Dieckmann Condensation
Published in European journal of organic chemistry (16-06-2019)“…Novel spirocyclic pyrrolidines were synthesized in three steps from cyclic α‐amino acids with a 3‐ to 7‐membered cycle. The key transformation was the…”
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19
Difluoromethyl Nitrile Oxide (CF2HCNO): A Neglected Chemical Reagent
Published in European journal of organic chemistry (25-07-2017)“…A novel chemical reagent – difluoromethyl nitrile oxide, CF2HCNO – was generated in situ for the first time. The synthesis commenced with ethyl difluoroacetate…”
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20
[2+2]-Photocycloaddition of N‑Benzylmaleimide to Alkenes As an Approach to Functional 3‑Azabicyclo[3.2.0]heptanes
Published in Journal of organic chemistry (15-06-2018)“…A one-step synthesis of functionalized 3-azabicyclo[3.2.0]heptanes by [2+2]-photochemical intermolecular cycloaddition of N-benzylmaleimide to alkenes was…”
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