An Efficient and Convenient Synthesis of 4-Vinylimidazoles Using a Novel Horner-Wadsworth-Emmons (HWE) Reagent: Synthetic Studies Toward Novel Histamine H3-Ligands

An Efficient and Convenient Synthesis of 4-Vinylimidazoles Using a Novel Horner-Wadsworth-Emmons (HWE) Reagent: Synthetic Studies Toward Novel Histamine H3-Ligands

ABSTRACT A novel Horner-Wadsworth-Emmons (HWE)-type reagent 1 reacted readily with various aldehydes and ketones to produce (E)-vinylimidazoles 2 in good yields. The synthetic utility of 1 was demonstrated by the efficient preparation of four histamine H 3 ligands 3 by simple hydrogenation of 2.

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Synthesis (Stuttgart) 2002, Vol.2002 (8), p.1072-1078
Hauptverfasser: Harusawa, Shinya, Koyabu, Shuji, Inoue, Yasutoshi, Sakamoto, Yasuhiko, Araki, Lisa, Kurihara, Takushi
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 1078
container_issue 8
container_start_page 1072
container_title Synthesis (Stuttgart)
container_volume 2002
creator Harusawa, Shinya
Koyabu, Shuji
Inoue, Yasutoshi
Sakamoto, Yasuhiko
Araki, Lisa
Kurihara, Takushi
description ABSTRACT A novel Horner-Wadsworth-Emmons (HWE)-type reagent 1 reacted readily with various aldehydes and ketones to produce (E)-vinylimidazoles 2 in good yields. The synthetic utility of 1 was demonstrated by the efficient preparation of four histamine H 3 ligands 3 by simple hydrogenation of 2.
doi_str_mv 10.1055/s-2002-31951
format Article
fullrecord <record><control><sourceid>thieme_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1055_s_2002_31951</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>10_1055_s_2002_31951</sourcerecordid><originalsourceid>FETCH-LOGICAL-c1841-624d349b782f0eb5fbeb4f454c1fa23dde15c910641284e3a956d3a75529025a3</originalsourceid><addsrcrecordid>eNptkMtKAzEYRoMoWKs7HyBLRaO5dmbcSRmtUBRsa90N6SRpUzqJJNOW-jq-qNOLO1c_PxwOHweAS4LvCBbiPiKKMUWMZIIcgRbhLEGU4M9j0MKYZShJU3IKzmKcY4wTyrIW-Hl0MDfGlla7GkqnYNe7lXa7d7Bx9UxHG6E3kKMP6zYLW1klv_1CRziK1k2hhK9-pRew54PTAY2limsf6hnKq8q7CK964_wavms5bZQPB2dtSziol8o2mqFfy6D-LDbWsrJOwx5DfTttFsVzcGLkIuqLw22D0VM-7PZQ_-35pfvYRyVJOUEdyhXj2SRJqcF6IsxET7jhgpfESMqU0kSUGcEdTmjKNZOZ6CgmEyFohqmQrA1u994y-BiDNsVXsJUMm4LgYhu4iMU2cLEL3OA3e7yeWV3pYu6XwTX7_qd_ARWofNM</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>An Efficient and Convenient Synthesis of 4-Vinylimidazoles Using a Novel Horner-Wadsworth-Emmons (HWE) Reagent: Synthetic Studies Toward Novel Histamine H3-Ligands</title><source>Thieme Connect Journals</source><creator>Harusawa, Shinya ; Koyabu, Shuji ; Inoue, Yasutoshi ; Sakamoto, Yasuhiko ; Araki, Lisa ; Kurihara, Takushi</creator><creatorcontrib>Harusawa, Shinya ; Koyabu, Shuji ; Inoue, Yasutoshi ; Sakamoto, Yasuhiko ; Araki, Lisa ; Kurihara, Takushi</creatorcontrib><description>ABSTRACT A novel Horner-Wadsworth-Emmons (HWE)-type reagent 1 reacted readily with various aldehydes and ketones to produce (E)-vinylimidazoles 2 in good yields. The synthetic utility of 1 was demonstrated by the efficient preparation of four histamine H 3 ligands 3 by simple hydrogenation of 2.</description><identifier>ISSN: 0039-7881</identifier><identifier>EISSN: 1437-210X</identifier><identifier>DOI: 10.1055/s-2002-31951</identifier><language>eng</language><ispartof>Synthesis (Stuttgart), 2002, Vol.2002 (8), p.1072-1078</ispartof><rights>Georg Thieme Verlag Stuttgart · New York</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c1841-624d349b782f0eb5fbeb4f454c1fa23dde15c910641284e3a956d3a75529025a3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2002-31951.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-2002-31951$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,780,784,3017,3018,4024,27923,27924,27925,54559,54560</link.rule.ids></links><search><creatorcontrib>Harusawa, Shinya</creatorcontrib><creatorcontrib>Koyabu, Shuji</creatorcontrib><creatorcontrib>Inoue, Yasutoshi</creatorcontrib><creatorcontrib>Sakamoto, Yasuhiko</creatorcontrib><creatorcontrib>Araki, Lisa</creatorcontrib><creatorcontrib>Kurihara, Takushi</creatorcontrib><title>An Efficient and Convenient Synthesis of 4-Vinylimidazoles Using a Novel Horner-Wadsworth-Emmons (HWE) Reagent: Synthetic Studies Toward Novel Histamine H3-Ligands</title><title>Synthesis (Stuttgart)</title><addtitle>Synthesis</addtitle><description>ABSTRACT A novel Horner-Wadsworth-Emmons (HWE)-type reagent 1 reacted readily with various aldehydes and ketones to produce (E)-vinylimidazoles 2 in good yields. The synthetic utility of 1 was demonstrated by the efficient preparation of four histamine H 3 ligands 3 by simple hydrogenation of 2.</description><issn>0039-7881</issn><issn>1437-210X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><recordid>eNptkMtKAzEYRoMoWKs7HyBLRaO5dmbcSRmtUBRsa90N6SRpUzqJJNOW-jq-qNOLO1c_PxwOHweAS4LvCBbiPiKKMUWMZIIcgRbhLEGU4M9j0MKYZShJU3IKzmKcY4wTyrIW-Hl0MDfGlla7GkqnYNe7lXa7d7Bx9UxHG6E3kKMP6zYLW1klv_1CRziK1k2hhK9-pRew54PTAY2limsf6hnKq8q7CK964_wavms5bZQPB2dtSziol8o2mqFfy6D-LDbWsrJOwx5DfTttFsVzcGLkIuqLw22D0VM-7PZQ_-35pfvYRyVJOUEdyhXj2SRJqcF6IsxET7jhgpfESMqU0kSUGcEdTmjKNZOZ6CgmEyFohqmQrA1u994y-BiDNsVXsJUMm4LgYhu4iMU2cLEL3OA3e7yeWV3pYu6XwTX7_qd_ARWofNM</recordid><startdate>2002</startdate><enddate>2002</enddate><creator>Harusawa, Shinya</creator><creator>Koyabu, Shuji</creator><creator>Inoue, Yasutoshi</creator><creator>Sakamoto, Yasuhiko</creator><creator>Araki, Lisa</creator><creator>Kurihara, Takushi</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>2002</creationdate><title>An Efficient and Convenient Synthesis of 4-Vinylimidazoles Using a Novel Horner-Wadsworth-Emmons (HWE) Reagent: Synthetic Studies Toward Novel Histamine H3-Ligands</title><author>Harusawa, Shinya ; Koyabu, Shuji ; Inoue, Yasutoshi ; Sakamoto, Yasuhiko ; Araki, Lisa ; Kurihara, Takushi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c1841-624d349b782f0eb5fbeb4f454c1fa23dde15c910641284e3a956d3a75529025a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Harusawa, Shinya</creatorcontrib><creatorcontrib>Koyabu, Shuji</creatorcontrib><creatorcontrib>Inoue, Yasutoshi</creatorcontrib><creatorcontrib>Sakamoto, Yasuhiko</creatorcontrib><creatorcontrib>Araki, Lisa</creatorcontrib><creatorcontrib>Kurihara, Takushi</creatorcontrib><collection>CrossRef</collection><jtitle>Synthesis (Stuttgart)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Harusawa, Shinya</au><au>Koyabu, Shuji</au><au>Inoue, Yasutoshi</au><au>Sakamoto, Yasuhiko</au><au>Araki, Lisa</au><au>Kurihara, Takushi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An Efficient and Convenient Synthesis of 4-Vinylimidazoles Using a Novel Horner-Wadsworth-Emmons (HWE) Reagent: Synthetic Studies Toward Novel Histamine H3-Ligands</atitle><jtitle>Synthesis (Stuttgart)</jtitle><addtitle>Synthesis</addtitle><date>2002</date><risdate>2002</risdate><volume>2002</volume><issue>8</issue><spage>1072</spage><epage>1078</epage><pages>1072-1078</pages><issn>0039-7881</issn><eissn>1437-210X</eissn><abstract>ABSTRACT A novel Horner-Wadsworth-Emmons (HWE)-type reagent 1 reacted readily with various aldehydes and ketones to produce (E)-vinylimidazoles 2 in good yields. The synthetic utility of 1 was demonstrated by the efficient preparation of four histamine H 3 ligands 3 by simple hydrogenation of 2.</abstract><doi>10.1055/s-2002-31951</doi><tpages>7</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0039-7881
ispartof Synthesis (Stuttgart), 2002, Vol.2002 (8), p.1072-1078
issn 0039-7881
1437-210X
language eng
recordid cdi_crossref_primary_10_1055_s_2002_31951
source Thieme Connect Journals
title An Efficient and Convenient Synthesis of 4-Vinylimidazoles Using a Novel Horner-Wadsworth-Emmons (HWE) Reagent: Synthetic Studies Toward Novel Histamine H3-Ligands
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-24T14%3A28%3A57IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-thieme_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=An%20Efficient%20and%20Convenient%20Synthesis%20of%204-Vinylimidazoles%20Using%20a%20Novel%20Horner-Wadsworth-Emmons%20(HWE)%20Reagent:%20Synthetic%20Studies%20Toward%20Novel%20Histamine%20H3-Ligands&rft.jtitle=Synthesis%20(Stuttgart)&rft.au=Harusawa,%20Shinya&rft.date=2002&rft.volume=2002&rft.issue=8&rft.spage=1072&rft.epage=1078&rft.pages=1072-1078&rft.issn=0039-7881&rft.eissn=1437-210X&rft_id=info:doi/10.1055/s-2002-31951&rft_dat=%3Cthieme_cross%3E10_1055_s_2002_31951%3C/thieme_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true