LrgpV1, Main, Exploration, bibRecord, 000908

Complex‐Induced Proximity Effect in the Regioselective Lithiation of Pyridine Derivatives

Identifieur interne : 000908 ( Main/Exploration ); précédent : 000907; suivant : 000909

Complex‐Induced Proximity Effect in the Regioselective Lithiation of Pyridine Derivatives

Auteurs : Jaspreet S. Dhau [Inde] ; Amritpal Singh ; Yoganjaneyulu Kasetti [Inde] ; P. V. Bharatam [Inde]

Source :

European Journal of Organic Chemistry [ 1434-193X ] ; 2012-03.

RBID : ISTEX:366DFD24DD90F14CCC1531EA2B8A56FE8A096925

English descriptors

KwdEn :
- Adduct, Calcd, Cdcl3, Chem, Cipe, Complexation, Deprotonation, Derivative, Diethyl, Diethyl ether, Dilithiation, Electrophile, Electrostatic effect, Elemental selenium, Equiv, Ether, Gmbh, Gros, Inert atmosphere, Kgaa, Lithiation, Lithium, Ltmp, Methyl, Methyl carbon, Mmol, Proximity effect, Pyridine, Pyridine derivatives, Reaction mixture, Regioselective, Regioselective lithiation, Regioselective ring lithiation, Relative stability, Ring lithiation, Room temperature, Sch3 sech3, Sech3, Selenium, Singh, Verlag, Verlag gmbh, Weinheim.
Teeft :
- Adduct, Calcd, Cdcl3, Chem, Cipe, Complexation, Deprotonation, Derivative, Diethyl, Diethyl ether, Dilithiation, Electrophile, Electrostatic effect, Elemental selenium, Equiv, Ether, Gmbh, Gros, Inert atmosphere, Kgaa, Lithiation, Lithium, Ltmp, Methyl, Methyl carbon, Mmol, Proximity effect, Pyridine, Pyridine derivatives, Reaction mixture, Regioselective, Regioselective lithiation, Regioselective ring lithiation, Relative stability, Ring lithiation, Room temperature, Sch3 sech3, Sech3, Selenium, Singh, Verlag, Verlag gmbh, Weinheim.

Abstract

The regioselective ring lithiation of BF3‐complexed 3‐picoline (1a), 3,4‐lutidine (1b), and 3,5‐lutidine (1c) was studied. The dilithiation of 1a, 1b, and 1c was also investigated to experimentally explore the relative preference of the sites on the substituted pyridine ring for lithiation. The role of the complex‐induced proximity effect (CIPE) for inducing lithiation in these moieties was investigated using both experimental and computational studies.

Url:

https://api.istex.fr/document/366DFD24DD90F14CCC1531EA2B8A56FE8A096925/fulltext/pdf

DOI: 10.1002/ejoc.201101592

Affiliations:

Inde

Links toward previous steps (curation, corpus...)

to stream Istex, to step Corpus: 000313
to stream Istex, to step Curation: 000313
to stream Istex, to step Checkpoint: 000055
to stream Main, to step Merge: 000987
to stream Main, to step Curation: 000908

Le document en format XML

<record><TEI wicri:istexFullTextTei="biblStruct"><teiHeader><fileDesc><titleStmt><title xml:lang="en">Complex‐Induced Proximity Effect in the Regioselective Lithiation of Pyridine Derivatives</title>
<author><name sortKey="Dhau, Jaspreet S" sort="Dhau, Jaspreet S" uniqKey="Dhau J" first="Jaspreet S." last="Dhau">Jaspreet S. Dhau</name>
</author>
<author><name sortKey="Singh, Amritpal" sort="Singh, Amritpal" uniqKey="Singh A" first="Amritpal" last="Singh">Amritpal Singh</name>
</author>
<author><name sortKey="Kasetti, Yoganjaneyulu" sort="Kasetti, Yoganjaneyulu" uniqKey="Kasetti Y" first="Yoganjaneyulu" last="Kasetti">Yoganjaneyulu Kasetti</name>
</author>
<author><name sortKey="Bharatam, P V" sort="Bharatam, P V" uniqKey="Bharatam P" first="P. V." last="Bharatam">P. V. Bharatam</name>
</author>
</titleStmt>
<publicationStmt><idno type="wicri:source">ISTEX</idno>
<idno type="RBID">ISTEX:366DFD24DD90F14CCC1531EA2B8A56FE8A096925</idno>
<date when="2012" year="2012">2012</date>
<idno type="doi">10.1002/ejoc.201101592</idno>
<idno type="url">https://api.istex.fr/document/366DFD24DD90F14CCC1531EA2B8A56FE8A096925/fulltext/pdf</idno>
<idno type="wicri:Area/Istex/Corpus">000313</idno>
<idno type="wicri:explorRef" wicri:stream="Istex" wicri:step="Corpus" wicri:corpus="ISTEX">000313</idno>
<idno type="wicri:Area/Istex/Curation">000313</idno>
<idno type="wicri:Area/Istex/Checkpoint">000055</idno>
<idno type="wicri:explorRef" wicri:stream="Istex" wicri:step="Checkpoint">000055</idno>
<idno type="wicri:doubleKey">1434-193X:2012:Dhau J:complex:induced:proximity</idno>
<idno type="wicri:Area/Main/Merge">000987</idno>
<idno type="wicri:Area/Main/Curation">000908</idno>
<idno type="wicri:Area/Main/Exploration">000908</idno>
</publicationStmt>
<sourceDesc><biblStruct><analytic><title level="a" type="main" xml:lang="en">Complex‐Induced Proximity Effect in the Regioselective Lithiation of Pyridine Derivatives</title>
<author><name sortKey="Dhau, Jaspreet S" sort="Dhau, Jaspreet S" uniqKey="Dhau J" first="Jaspreet S." last="Dhau">Jaspreet S. Dhau</name>
<affiliation wicri:level="1"><country wicri:rule="url">Inde</country>
</affiliation>
<affiliation></affiliation>
<affiliation wicri:level="1"><country wicri:rule="url">Inde</country>
</affiliation>
</author>
<author><name sortKey="Singh, Amritpal" sort="Singh, Amritpal" uniqKey="Singh A" first="Amritpal" last="Singh">Amritpal Singh</name>
<affiliation><wicri:noCountry code="subField">+91‐175‐2286682</wicri:noCountry>
</affiliation>
</author>
<author><name sortKey="Kasetti, Yoganjaneyulu" sort="Kasetti, Yoganjaneyulu" uniqKey="Kasetti Y" first="Yoganjaneyulu" last="Kasetti">Yoganjaneyulu Kasetti</name>
<affiliation wicri:level="1"><country xml:lang="fr">Inde</country>
<wicri:regionArea>Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Sector‐67, S. A. S., Nagar 160062, Punjab</wicri:regionArea>
<wicri:noRegion>Punjab</wicri:noRegion>
</affiliation>
</author>
<author><name sortKey="Bharatam, P V" sort="Bharatam, P V" uniqKey="Bharatam P" first="P. V." last="Bharatam">P. V. Bharatam</name>
<affiliation wicri:level="1"><country xml:lang="fr">Inde</country>
<wicri:regionArea>Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Sector‐67, S. A. S., Nagar 160062, Punjab</wicri:regionArea>
<wicri:noRegion>Punjab</wicri:noRegion>
</affiliation>
</author>
</analytic>
<monogr></monogr>
<series><title level="j" type="main">European Journal of Organic Chemistry</title>
<title level="j" type="alt">EUROPEAN JOURNAL OF ORGANIC CHEMISTRY</title>
<idno type="ISSN">1434-193X</idno>
<idno type="eISSN">1099-0690</idno>
<imprint><biblScope unit="vol">2012</biblScope>
<biblScope unit="issue">9</biblScope>
<biblScope unit="page" from="1746">1746</biblScope>
<biblScope unit="page" to="1752">1752</biblScope>
<biblScope unit="page-count">7</biblScope>
<publisher>WILEY‐VCH Verlag</publisher>
<pubPlace>Weinheim</pubPlace>
<date type="published" when="2012-03">2012-03</date>
</imprint>
<idno type="ISSN">1434-193X</idno>
</series>
</biblStruct>
</sourceDesc>
<seriesStmt><idno type="ISSN">1434-193X</idno>
</seriesStmt>
</fileDesc>
<profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Adduct</term>
<term>Calcd</term>
<term>Cdcl3</term>
<term>Chem</term>
<term>Cipe</term>
<term>Complexation</term>
<term>Deprotonation</term>
<term>Derivative</term>
<term>Diethyl</term>
<term>Diethyl ether</term>
<term>Dilithiation</term>
<term>Electrophile</term>
<term>Electrostatic effect</term>
<term>Elemental selenium</term>
<term>Equiv</term>
<term>Ether</term>
<term>Gmbh</term>
<term>Gros</term>
<term>Inert atmosphere</term>
<term>Kgaa</term>
<term>Lithiation</term>
<term>Lithium</term>
<term>Ltmp</term>
<term>Methyl</term>
<term>Methyl carbon</term>
<term>Mmol</term>
<term>Proximity effect</term>
<term>Pyridine</term>
<term>Pyridine derivatives</term>
<term>Reaction mixture</term>
<term>Regioselective</term>
<term>Regioselective lithiation</term>
<term>Regioselective ring lithiation</term>
<term>Relative stability</term>
<term>Ring lithiation</term>
<term>Room temperature</term>
<term>Sch3 sech3</term>
<term>Sech3</term>
<term>Selenium</term>
<term>Singh</term>
<term>Verlag</term>
<term>Verlag gmbh</term>
<term>Weinheim</term>
</keywords>
<keywords scheme="Teeft" xml:lang="en"><term>Adduct</term>
<term>Calcd</term>
<term>Cdcl3</term>
<term>Chem</term>
<term>Cipe</term>
<term>Complexation</term>
<term>Deprotonation</term>
<term>Derivative</term>
<term>Diethyl</term>
<term>Diethyl ether</term>
<term>Dilithiation</term>
<term>Electrophile</term>
<term>Electrostatic effect</term>
<term>Elemental selenium</term>
<term>Equiv</term>
<term>Ether</term>
<term>Gmbh</term>
<term>Gros</term>
<term>Inert atmosphere</term>
<term>Kgaa</term>
<term>Lithiation</term>
<term>Lithium</term>
<term>Ltmp</term>
<term>Methyl</term>
<term>Methyl carbon</term>
<term>Mmol</term>
<term>Proximity effect</term>
<term>Pyridine</term>
<term>Pyridine derivatives</term>
<term>Reaction mixture</term>
<term>Regioselective</term>
<term>Regioselective lithiation</term>
<term>Regioselective ring lithiation</term>
<term>Relative stability</term>
<term>Ring lithiation</term>
<term>Room temperature</term>
<term>Sch3 sech3</term>
<term>Sech3</term>
<term>Selenium</term>
<term>Singh</term>
<term>Verlag</term>
<term>Verlag gmbh</term>
<term>Weinheim</term>
</keywords>
</textClass>
</profileDesc>
</teiHeader>
<front><div type="abstract">The regioselective ring lithiation of BF3‐complexed 3‐picoline (1a), 3,4‐lutidine (1b), and 3,5‐lutidine (1c) was studied. The dilithiation of 1a, 1b, and 1c was also investigated to experimentally explore the relative preference of the sites on the substituted pyridine ring for lithiation. The role of the complex‐induced proximity effect (CIPE) for inducing lithiation in these moieties was investigated using both experimental and computational studies.</div>
</front>
</TEI>
<affiliations><list><country><li>Inde</li>
</country>
</list>
<tree><noCountry><name sortKey="Singh, Amritpal" sort="Singh, Amritpal" uniqKey="Singh A" first="Amritpal" last="Singh">Amritpal Singh</name>
</noCountry>
<country name="Inde"><noRegion><name sortKey="Dhau, Jaspreet S" sort="Dhau, Jaspreet S" uniqKey="Dhau J" first="Jaspreet S." last="Dhau">Jaspreet S. Dhau</name>
</noRegion>
<name sortKey="Bharatam, P V" sort="Bharatam, P V" uniqKey="Bharatam P" first="P. V." last="Bharatam">P. V. Bharatam</name>
<name sortKey="Dhau, Jaspreet S" sort="Dhau, Jaspreet S" uniqKey="Dhau J" first="Jaspreet S." last="Dhau">Jaspreet S. Dhau</name>
<name sortKey="Kasetti, Yoganjaneyulu" sort="Kasetti, Yoganjaneyulu" uniqKey="Kasetti Y" first="Yoganjaneyulu" last="Kasetti">Yoganjaneyulu Kasetti</name>
</country>
</tree>
</affiliations>
</record>

Pour manipuler ce document sous Unix (Dilib)

EXPLOR_STEP=$WICRI_ROOT/Wicri/Lorraine/explor/LrgpV1/Data/Main/Exploration

HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 000908 | SxmlIndent | more

HfdSelect -h $EXPLOR_AREA/Data/Main/Exploration/biblio.hfd -nk 000908 | SxmlIndent | more

Pour mettre un lien sur cette page dans le réseau Wicri

{{Explor lien
   |wiki=    Wicri/Lorraine
   |area=    LrgpV1
   |flux=    Main
   |étape=   Exploration
   |type=    RBID
   |clé=     ISTEX:366DFD24DD90F14CCC1531EA2B8A56FE8A096925
   |texte=   Complex‐Induced Proximity Effect in the Regioselective Lithiation of Pyridine Derivatives
}}

This area was generated with Dilib version V0.6.32.
Data generation: Sat Nov 11 15:47:48 2017. Site generation: Wed Mar 6 23:31:34 2024

	Serveur d'exploration sur le LRGP
	Attention, ce site est en cours de développement ! Attention, site généré par des moyens informatiques à partir de corpus bruts. Les informations ne sont donc pas validées.

Serveur d'exploration sur le LRGP

Complex‐Induced Proximity Effect in the Regioselective Lithiation of Pyridine Derivatives

Complex‐Induced Proximity Effect in the Regioselective Lithiation of Pyridine Derivatives

Source :

English descriptors

Abstract

Links toward previous steps (curation, corpus...)

Le document en format XML

Pour manipuler ce document sous Unix (Dilib)

Pour mettre un lien sur cette page dans le réseau Wicri