On-Demand Generation of an Efficient Catalyst for Pyridine Formation from Unactivated Nitriles and α,ω-Diynes Using CoCl2-6H2O, dppe, and Zn

On-Demand Generation of an Efficient Catalyst for Pyridine Formation from Unactivated Nitriles and α,ω-Diynes Using CoCl2-6H2O, dppe, and Zn

A highly practical, general method for catalytic formation of substituted pyridines from a variety of unactivated nitriles and α,ω-diynes is given. The reactions which were catalyzed by 5 mol % of dppe/CoCl2−6H2O in the presence of Zn powder (10 mol %) could proceed at rt to ∼50 °C with high functio...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2007-03, Vol.9 (5), p.931-934
Hauptverfasser: Kase, Kouki, Goswami, Avijit, Ohtaki, Kazuhiko, Tanabe, Emi, Saino, Naoko, Okamoto, Sentaro
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Cobalt - chemistry
Ligands
Molecular Structure
Nitriles - chemistry
Phenyl Ethers - chemistry
Phosphines - chemistry
Pyridines - chemistry
Water - chemistry
Zinc - chemistry
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 934
container_issue 5
container_start_page 931
container_title Organic letters
container_volume 9
creator Kase, Kouki
Goswami, Avijit
Ohtaki, Kazuhiko
Tanabe, Emi
Saino, Naoko
Okamoto, Sentaro
description A highly practical, general method for catalytic formation of substituted pyridines from a variety of unactivated nitriles and α,ω-diynes is given. The reactions which were catalyzed by 5 mol % of dppe/CoCl2−6H2O in the presence of Zn powder (10 mol %) could proceed at rt to ∼50 °C with high functional compatibility and regioselectivity.
doi_str_mv 10.1021/ol070037p
format Article
fullrecord <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_proquest_miscellaneous_69037746</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>69037746</sourcerecordid><originalsourceid>FETCH-LOGICAL-a847-2a3f61f8ee087236d580b8903d96d303dc8edbc1738b0b3c6d9d350f2de156e13</originalsourceid><addsrcrecordid>eNo9kU1O5DAUhC00aJq_BRcYeTOz6sCz3bHTy1FoaCREs4ANm8iJn0dGiZ2x00h9hNlwFy4CVyJMA6sqlT6Vnl4RcszghAFnp6EFBSBUv0P2WM5FpiDn3768hAnZT-kBgI3J_DuZMMUlA1B75GnlszPstDf0Aj1GPbjgabBUe7qw1jUO_UBLPeh2kwZqQ6Q3m-iM80jPQ-y2vI2ho3deN4N71AMaeu2G6FpM9L345Xn6-i87cxs_BnfJ-T-0DGXLM7nkqyk1fY_T_-C9PyS7VrcJjz70gNyeL27LZXa1urgsf19lupipjGthJbMFIhSKC2nyAupiDsLMpRGjNAWaumFKFDXUopFmbkQOlhtkuUQmDsivbW0fw981pqHqXGqwbbXHsE6VHLuUmskR_PEBrusOTdVH1-m4qT4fOAI_t4BuUvUQ1tGPZ1cMqvdhqq9hxBsORX4K</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>69037746</pqid></control><display><type>article</type><title>On-Demand Generation of an Efficient Catalyst for Pyridine Formation from Unactivated Nitriles and α,ω-Diynes Using CoCl2-6H2O, dppe, and Zn</title><source>MEDLINE</source><source>American Chemical Society Journals</source><creator>Kase, Kouki ; Goswami, Avijit ; Ohtaki, Kazuhiko ; Tanabe, Emi ; Saino, Naoko ; Okamoto, Sentaro</creator><creatorcontrib>Kase, Kouki ; Goswami, Avijit ; Ohtaki, Kazuhiko ; Tanabe, Emi ; Saino, Naoko ; Okamoto, Sentaro</creatorcontrib><description>A highly practical, general method for catalytic formation of substituted pyridines from a variety of unactivated nitriles and α,ω-diynes is given. The reactions which were catalyzed by 5 mol % of dppe/CoCl2−6H2O in the presence of Zn powder (10 mol %) could proceed at rt to ∼50 °C with high functional compatibility and regioselectivity.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol070037p</identifier><identifier>PMID: 17261007</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Catalysis ; Cobalt - chemistry ; Ligands ; Molecular Structure ; Nitriles - chemistry ; Phenyl Ethers - chemistry ; Phosphines - chemistry ; Pyridines - chemistry ; Water - chemistry ; Zinc - chemistry</subject><ispartof>Organic letters, 2007-03, Vol.9 (5), p.931-934</ispartof><rights>Copyright © 2007 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ol070037p$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ol070037p$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17261007$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kase, Kouki</creatorcontrib><creatorcontrib>Goswami, Avijit</creatorcontrib><creatorcontrib>Ohtaki, Kazuhiko</creatorcontrib><creatorcontrib>Tanabe, Emi</creatorcontrib><creatorcontrib>Saino, Naoko</creatorcontrib><creatorcontrib>Okamoto, Sentaro</creatorcontrib><title>On-Demand Generation of an Efficient Catalyst for Pyridine Formation from Unactivated Nitriles and α,ω-Diynes Using CoCl2-6H2O, dppe, and Zn</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>A highly practical, general method for catalytic formation of substituted pyridines from a variety of unactivated nitriles and α,ω-diynes is given. The reactions which were catalyzed by 5 mol % of dppe/CoCl2−6H2O in the presence of Zn powder (10 mol %) could proceed at rt to ∼50 °C with high functional compatibility and regioselectivity.</description><subject>Catalysis</subject><subject>Cobalt - chemistry</subject><subject>Ligands</subject><subject>Molecular Structure</subject><subject>Nitriles - chemistry</subject><subject>Phenyl Ethers - chemistry</subject><subject>Phosphines - chemistry</subject><subject>Pyridines - chemistry</subject><subject>Water - chemistry</subject><subject>Zinc - chemistry</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo9kU1O5DAUhC00aJq_BRcYeTOz6sCz3bHTy1FoaCREs4ANm8iJn0dGiZ2x00h9hNlwFy4CVyJMA6sqlT6Vnl4RcszghAFnp6EFBSBUv0P2WM5FpiDn3768hAnZT-kBgI3J_DuZMMUlA1B75GnlszPstDf0Aj1GPbjgabBUe7qw1jUO_UBLPeh2kwZqQ6Q3m-iM80jPQ-y2vI2ho3deN4N71AMaeu2G6FpM9L345Xn6-i87cxs_BnfJ-T-0DGXLM7nkqyk1fY_T_-C9PyS7VrcJjz70gNyeL27LZXa1urgsf19lupipjGthJbMFIhSKC2nyAupiDsLMpRGjNAWaumFKFDXUopFmbkQOlhtkuUQmDsivbW0fw981pqHqXGqwbbXHsE6VHLuUmskR_PEBrusOTdVH1-m4qT4fOAI_t4BuUvUQ1tGPZ1cMqvdhqq9hxBsORX4K</recordid><startdate>20070301</startdate><enddate>20070301</enddate><creator>Kase, Kouki</creator><creator>Goswami, Avijit</creator><creator>Ohtaki, Kazuhiko</creator><creator>Tanabe, Emi</creator><creator>Saino, Naoko</creator><creator>Okamoto, Sentaro</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>20070301</creationdate><title>On-Demand Generation of an Efficient Catalyst for Pyridine Formation from Unactivated Nitriles and α,ω-Diynes Using CoCl2-6H2O, dppe, and Zn</title><author>Kase, Kouki ; Goswami, Avijit ; Ohtaki, Kazuhiko ; Tanabe, Emi ; Saino, Naoko ; Okamoto, Sentaro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a847-2a3f61f8ee087236d580b8903d96d303dc8edbc1738b0b3c6d9d350f2de156e13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Catalysis</topic><topic>Cobalt - chemistry</topic><topic>Ligands</topic><topic>Molecular Structure</topic><topic>Nitriles - chemistry</topic><topic>Phenyl Ethers - chemistry</topic><topic>Phosphines - chemistry</topic><topic>Pyridines - chemistry</topic><topic>Water - chemistry</topic><topic>Zinc - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kase, Kouki</creatorcontrib><creatorcontrib>Goswami, Avijit</creatorcontrib><creatorcontrib>Ohtaki, Kazuhiko</creatorcontrib><creatorcontrib>Tanabe, Emi</creatorcontrib><creatorcontrib>Saino, Naoko</creatorcontrib><creatorcontrib>Okamoto, Sentaro</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kase, Kouki</au><au>Goswami, Avijit</au><au>Ohtaki, Kazuhiko</au><au>Tanabe, Emi</au><au>Saino, Naoko</au><au>Okamoto, Sentaro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>On-Demand Generation of an Efficient Catalyst for Pyridine Formation from Unactivated Nitriles and α,ω-Diynes Using CoCl2-6H2O, dppe, and Zn</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2007-03-01</date><risdate>2007</risdate><volume>9</volume><issue>5</issue><spage>931</spage><epage>934</epage><pages>931-934</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>A highly practical, general method for catalytic formation of substituted pyridines from a variety of unactivated nitriles and α,ω-diynes is given. The reactions which were catalyzed by 5 mol % of dppe/CoCl2−6H2O in the presence of Zn powder (10 mol %) could proceed at rt to ∼50 °C with high functional compatibility and regioselectivity.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>17261007</pmid><doi>10.1021/ol070037p</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1523-7060
ispartof Organic letters, 2007-03, Vol.9 (5), p.931-934
issn 1523-7060
1523-7052
language eng
recordid cdi_proquest_miscellaneous_69037746
source MEDLINE; American Chemical Society Journals
subjects Catalysis
Cobalt - chemistry
Ligands
Molecular Structure
Nitriles - chemistry
Phenyl Ethers - chemistry
Phosphines - chemistry
Pyridines - chemistry
Water - chemistry
Zinc - chemistry
title On-Demand Generation of an Efficient Catalyst for Pyridine Formation from Unactivated Nitriles and α,ω-Diynes Using CoCl2-6H2O, dppe, and Zn
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-25T22%3A09%3A49IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=On-Demand%20Generation%20of%20an%20Efficient%20Catalyst%20for%20Pyridine%20Formation%20from%20Unactivated%20Nitriles%20and%20%CE%B1,%CF%89-Diynes%20Using%20CoCl2-6H2O,%20dppe,%20and%20Zn&rft.jtitle=Organic%20letters&rft.au=Kase,%20Kouki&rft.date=2007-03-01&rft.volume=9&rft.issue=5&rft.spage=931&rft.epage=934&rft.pages=931-934&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/ol070037p&rft_dat=%3Cproquest_pubme%3E69037746%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=69037746&rft_id=info:pmid/17261007&rfr_iscdi=true