Shinichi Oda

ORCID: 0000-0001-6277-6953
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About
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Research Areas
  • Catalytic C–H Functionalization Methods
  • Sulfur-Based Synthesis Techniques
  • Catalytic Alkyne Reactions
  • Catalytic Cross-Coupling Reactions
  • Chemical Synthesis and Analysis
  • Organoboron and organosilicon chemistry
  • Asymmetric Synthesis and Catalysis
  • Chemical Synthesis and Reactions
  • Organometallic Complex Synthesis and Catalysis
  • Cyclopropane Reaction Mechanisms
  • Innovative Microfluidic and Catalytic Techniques Innovation
  • Coordination Chemistry and Organometallics
  • Analytical Chemistry and Chromatography
  • Marine Sponges and Natural Products
  • Quinazolinone synthesis and applications
  • Enzyme Catalysis and Immobilization
  • Phenothiazines and Benzothiazines Synthesis and Activities
  • Advanced Chemical Sensor Technologies
  • Radical Photochemical Reactions
  • Microbial Natural Products and Biosynthesis
  • Computational Drug Discovery Methods
  • Inorganic and Organometallic Chemistry
  • Synthesis and Catalytic Reactions
  • Multicomponent Synthesis of Heterocycles
  • Oxidative Organic Chemistry Reactions

Futaba (Japan)
2011-2022

Shionogi (Japan)
2011-2022

Kyoto University
2004-2006

Osaka Prefecture University
1974

Nickel complexes having a bulky tri(sec-alkyl)phosphine ligand catalyze hydroheteroarylation of alkynes at 35 degrees C. Selective activation an Ar-H bond over Ar-CN N-protected 3-cyanoindoles is achieved by proper choice and/or N-protecting group. The catalysis applicable to diverse range heteroarenes afford cis-hydroheteroarylation products in highly chemo- and stereoselective manners. Excellent regioselectivity observed with unsymmetrical give the corresponding heteroaryl-substituted...

10.1021/ja0623459 article EN Journal of the American Chemical Society 2006-06-01

A nickel catalyst coordinated by trimethylphosphine is found to effect the addition reaction of Ar-CN bonds in aromatic nitriles across alkynes give rise various beta-arylalkenenitriles.

10.1021/ja0448723 article EN Journal of the American Chemical Society 2004-10-12

Allyl cyanides are found to add across alkynes in the presence of a nickel catalyst prepared from Ni(cod)2 and P(4-CF3-C6H4)3 situ give variously functionalized di- or trisubstituted acrylonitriles highly stereoselective manners possibly via pi-allylnickel species as an intermediate. alpha-Siloxyallyl also react at gamma-position cyano group with both internal terminal having various functional groups silyl enol ethers, which corresponding aldehydes ketones upon hydrolysis.

10.1021/ja060519g article EN Journal of the American Chemical Society 2006-05-16

Abstract Aryl cyanides add to norbornene and norbornadiene under nickel catalysis give (2R*,3S*)-3-aryl-2-cyanobicyclo[2.2.1]heptanes (2R*,3S*)-3-aryl-2-cyanobicyclo[2.2.1]hept-5-enes in good yields with a general substrate scope. On the other hand, reaction of an aryl cyanide triethoxy(vinyl)silane gives Heck-type arylation product, suggesting arylnickelation pathway catalytic cycle.

10.1246/cl.2006.790 article EN Chemistry Letters 2006-06-17

Alkynes and 1,2-dienes insert into the carbon–tin bond of alkynylstannanes to afford various stannyldienynes in presence a nickel catalyst (see scheme). This is first example transition-metal-catalyzed tandem carbometalation two different carbon–carbon unsaturated bonds.

10.1002/anie.200353649 article EN Angewandte Chemie International Edition 2004-06-22

We report that the reductive cyclization of o-nitroarylamine with aldehyde using sodium dithionite (Na2S2O4) could be accelerated by addition H2O, which made it possible to control heat release reaction semibatch-type operation. Safety evaluation was performed DSC, ARSST, in situ IR analysis, and Multimax.

10.1021/op200251c article EN Organic Process Research & Development 2011-10-24

Palladium-iminophosphine complex catalyzes stannylative cycloaddition of conjugated enynes using hexabutyldistannoxane as a stannylating agent to afford highly substituted 3-alkenylphenylstannanes regioselectively. Stannylative cross-cycloaddition reactions between different or and diynes are also achieved. The reaction is successfully applied concise synthesis alcyopterosin N, which has been isolated recently from sub-Antarctic soft coral, Alcyonium paessleri.

10.1021/ja044429s article EN Journal of the American Chemical Society 2004-11-11

A high-yield robust LHMDS-mediated aldol-type reaction of benzyl maltol (2) and benzaldehyde (3) was developed using in situ IR to overcome the problems low yield fluctuation pilot synthesis. In studies indicated that unexpected side reactions LHMDS 3 reduced reaction. On basis results, conditions were optimized.

10.1021/op300186p article EN Organic Process Research & Development 2012-10-02

We developed a simple synthetic route to S-2367 (Velneperit) (1) using trans-1-ethoxycarbonyl-4-aminocyclohexane hydrochloride salt (12) as starting material. The key step was Na2WO4/H2O2 oxidation, and we found that it accelerated in weakly basic conditions. finding useful control one of the critical impurities: 14 10. new process more efficient than early from viewpoint number reactions, yield, throughput, EHS (environment, health, safety) but quality deviation occurred pilot...

10.1021/acs.oprd.5b00023 article EN Organic Process Research & Development 2015-03-25

Alkine und 1,2-Diene inserieren in die Kohlenstoff-Zinn-Bindung von Alkinylstannanen. Bei dieser nickelkatalysierten Reaktion entsteht eine Vielfalt an Stannyldieninen (siehe Schema). Hierbei handelt es sich um das erste Beispiel einer übergangsmetallkatalysierten Tandem-Carbometallierung zwei verschiedenen ungesättigten Kohlenstoff-Kohlenstoff-Bindungen. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2001/2004/z53649_s.pdf or from...

10.1002/ange.200353649 article EN Angewandte Chemie 2004-06-22

Here, we outline the manufacturing process history of S-234462. For optimized process, 6-fluorobenzoxazolone, ((1r,4r)-4-aminocyclohexyl)methanol, and ethyl(tert-butylsulfonyl)carbamate were selected as starting materials. The first key to successful development was discovery mild chlorination conditions 6-fluorobenzoxazolone using phosphorus pentachloride polyphosphoric acid. second establishment N-alkylation by Mitsunobu reaction, which did not require excess...

10.1021/acs.oprd.2c00150 article EN Organic Process Research & Development 2022-07-14

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at glance that was extracted from about 200 leading journals. To access Abstract, please click on HTML or PDF.

10.1002/chin.200645039 article EN ChemInform 2006-10-17

The Birch reduction of acenaphthene (1) followed by treatment the product with sodium ethoxide gave 2a,3-dihydroacenaphthene (3). oxidation 3 hydrogen peroxide 2a,3,4,5-tetrahydroacenaphthene-4,5-diol (5). Further 5 afforded various 1,7-disubstituted indan derivatives including 7-carboxyindan-1 -acetic acid (7). Two tricyclic N-heterocyclic compounds, 3,3a-dihydrocyclopent[de]quinolin-2(1H)-one (13) and 3,3a-dihydrocydopent[de]isoquinolin-1(2H)-one (17), were synthesized from 7.

10.1246/bcsj.47.2515 article EN Bulletin of the Chemical Society of Japan 1974-10-01

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at glance that was extracted from about 200 leading journals. To access Abstract, please click on HTML or PDF.

10.1002/chin.200641057 article EN ChemInform 2006-09-20

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at glance that was extracted from about 200 leading journals. To access Abstract, please click on HTML or PDF.

10.1002/chin.200652089 article EN ChemInform 2006-12-05

Abstract For see ChemInform in Full Text.

10.1002/chin.200512090 article EN ChemInform 2005-02-24

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at glance that was extracted from about 200 leading journals. To access Abstract, please click on HTML or PDF.

10.1002/chin.200644053 article EN ChemInform 2006-10-11

We discovered that copper present in laboratory tap water could catalyze an addition reaction of the hydroxyl group acetylnaltrexone to isocyanate. The first pilot manufacturing naldemedine tosylate encountered unexpected problem which was seriously delayed. Detailed investigations showed low content led a reduced rate. This discovery allowed us establish robust process by adding catalyst. Since unintended contamination metal catalysts can confuse chemists, we share our experience with hope...

10.1021/acs.oprd.2c00187 article EN Organic Process Research & Development 2022-07-14

Abstract Birch‐Reduktion ,von Acenaphthen (I) und anschließende Reaktion mit Na‐äthoxid liefern das Dihydroacenaphthen (ID, zum Diol (III) oxidiert wird Weitere Oxidation von (IID führt über den Dialdehyd (IV) zur Disäure (V).

10.1002/chin.197501285 article DE Chemischer Informationsdienst 1975-01-07
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