Reactivity of Stable Trifluoroacetaldehyde Hemiaminals. 1. An Unexpected Reaction with Enolizable Carbonyl Compounds

Reactivity of Stable Trifluoroacetaldehyde Hemiaminals. 1. An Unexpected Reaction with Enolizable Carbonyl Compounds

In the presence of enolizable carbonyl compounds, hemiaminals of fluoral and related polyfluoroaldehydes behave as equivalents of fluoroalkyl iminium compounds and provide β-polyfluoroalkyl β-dialkylamino ketones, which are easily transformed, under acidic conditions, into β-polyfluoroalkylenones....

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2001-07, Vol.66 (14), p.4826-4830
Hauptverfasser: Blond, Gaëlle, Billard, Thierry, Langlois, Bernard R
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 4830
container_issue 14
container_start_page 4826
container_title Journal of organic chemistry
container_volume 66
creator Blond, Gaëlle
Billard, Thierry
Langlois, Bernard R
description In the presence of enolizable carbonyl compounds, hemiaminals of fluoral and related polyfluoroaldehydes behave as equivalents of fluoroalkyl iminium compounds and provide β-polyfluoroalkyl β-dialkylamino ketones, which are easily transformed, under acidic conditions, into β-polyfluoroalkylenones.
doi_str_mv 10.1021/jo015587u
format Article
fullrecord <record><control><sourceid>acs_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1021_jo015587u</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>c072668363</sourcerecordid><originalsourceid>FETCH-LOGICAL-a233t-4004dc70dc50c4d33b453e5e6714f1f7397c442b1690960446d5c53514a756293</originalsourceid><addsrcrecordid>eNptkD1PwzAURS0EoqUw8AeQFwaGFH8mZERVSxGVQP1YWCLHdlSXJK4cBxp-PSmpysJb3vCO7tU7AFxjNMSI4PuNRZjzh6g-AX3MCQrCGLFT0EeIkICSkPbARVVtUDuc83PQw5gxwjDpAz_XQnrzaXwDbQYXXqS5hktnsry2zgqpvciVXjdKw6kujChMKfJqCPEQPpZwVerdVkuvFeyCbAm_jF_DcWlz8_0bNhIutWWTw5EttrYuVXUJzrI2RF8d9gCsJuPlaBrMXp-eR4-zQBBKfcAQYkpGSEmOJFOUpoxTzXUYYZbhLKJxJNs_Uty-G4eIsVBxySnHTEQ8JDEdgLsuVzpbVU5nydaZQrgmwSjZm0uO5lr2pmO3dVpo9UceVLVA0AGm8np3vAv3kYQRjXiyfFskk-V7OKcvKOEtf9vxQlZtT-323v4p_gGCLYQF</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Reactivity of Stable Trifluoroacetaldehyde Hemiaminals. 1. An Unexpected Reaction with Enolizable Carbonyl Compounds</title><source>American Chemical Society Journals</source><creator>Blond, Gaëlle ; Billard, Thierry ; Langlois, Bernard R</creator><creatorcontrib>Blond, Gaëlle ; Billard, Thierry ; Langlois, Bernard R</creatorcontrib><description>In the presence of enolizable carbonyl compounds, hemiaminals of fluoral and related polyfluoroaldehydes behave as equivalents of fluoroalkyl iminium compounds and provide β-polyfluoroalkyl β-dialkylamino ketones, which are easily transformed, under acidic conditions, into β-polyfluoroalkylenones.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/jo015587u</identifier><identifier>PMID: 11442412</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Journal of organic chemistry, 2001-07, Vol.66 (14), p.4826-4830</ispartof><rights>Copyright © 2001 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a233t-4004dc70dc50c4d33b453e5e6714f1f7397c442b1690960446d5c53514a756293</citedby><cites>FETCH-LOGICAL-a233t-4004dc70dc50c4d33b453e5e6714f1f7397c442b1690960446d5c53514a756293</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jo015587u$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jo015587u$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11442412$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Blond, Gaëlle</creatorcontrib><creatorcontrib>Billard, Thierry</creatorcontrib><creatorcontrib>Langlois, Bernard R</creatorcontrib><title>Reactivity of Stable Trifluoroacetaldehyde Hemiaminals. 1. An Unexpected Reaction with Enolizable Carbonyl Compounds</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>In the presence of enolizable carbonyl compounds, hemiaminals of fluoral and related polyfluoroaldehydes behave as equivalents of fluoroalkyl iminium compounds and provide β-polyfluoroalkyl β-dialkylamino ketones, which are easily transformed, under acidic conditions, into β-polyfluoroalkylenones.</description><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><recordid>eNptkD1PwzAURS0EoqUw8AeQFwaGFH8mZERVSxGVQP1YWCLHdlSXJK4cBxp-PSmpysJb3vCO7tU7AFxjNMSI4PuNRZjzh6g-AX3MCQrCGLFT0EeIkICSkPbARVVtUDuc83PQw5gxwjDpAz_XQnrzaXwDbQYXXqS5hktnsry2zgqpvciVXjdKw6kujChMKfJqCPEQPpZwVerdVkuvFeyCbAm_jF_DcWlz8_0bNhIutWWTw5EttrYuVXUJzrI2RF8d9gCsJuPlaBrMXp-eR4-zQBBKfcAQYkpGSEmOJFOUpoxTzXUYYZbhLKJxJNs_Uty-G4eIsVBxySnHTEQ8JDEdgLsuVzpbVU5nydaZQrgmwSjZm0uO5lr2pmO3dVpo9UceVLVA0AGm8np3vAv3kYQRjXiyfFskk-V7OKcvKOEtf9vxQlZtT-323v4p_gGCLYQF</recordid><startdate>20010713</startdate><enddate>20010713</enddate><creator>Blond, Gaëlle</creator><creator>Billard, Thierry</creator><creator>Langlois, Bernard R</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20010713</creationdate><title>Reactivity of Stable Trifluoroacetaldehyde Hemiaminals. 1. An Unexpected Reaction with Enolizable Carbonyl Compounds</title><author>Blond, Gaëlle ; Billard, Thierry ; Langlois, Bernard R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a233t-4004dc70dc50c4d33b453e5e6714f1f7397c442b1690960446d5c53514a756293</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Blond, Gaëlle</creatorcontrib><creatorcontrib>Billard, Thierry</creatorcontrib><creatorcontrib>Langlois, Bernard R</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Blond, Gaëlle</au><au>Billard, Thierry</au><au>Langlois, Bernard R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Reactivity of Stable Trifluoroacetaldehyde Hemiaminals. 1. An Unexpected Reaction with Enolizable Carbonyl Compounds</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2001-07-13</date><risdate>2001</risdate><volume>66</volume><issue>14</issue><spage>4826</spage><epage>4830</epage><pages>4826-4830</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><abstract>In the presence of enolizable carbonyl compounds, hemiaminals of fluoral and related polyfluoroaldehydes behave as equivalents of fluoroalkyl iminium compounds and provide β-polyfluoroalkyl β-dialkylamino ketones, which are easily transformed, under acidic conditions, into β-polyfluoroalkylenones.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>11442412</pmid><doi>10.1021/jo015587u</doi><tpages>5</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0022-3263
ispartof Journal of organic chemistry, 2001-07, Vol.66 (14), p.4826-4830
issn 0022-3263
1520-6904
language eng
recordid cdi_crossref_primary_10_1021_jo015587u
source American Chemical Society Journals
title Reactivity of Stable Trifluoroacetaldehyde Hemiaminals. 1. An Unexpected Reaction with Enolizable Carbonyl Compounds
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-29T06%3A08%3A50IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-acs_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Reactivity%20of%20Stable%20Trifluoroacetaldehyde%20Hemiaminals.%201.%20An%20Unexpected%20Reaction%20with%20Enolizable%20Carbonyl%20Compounds&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Blond,%20Ga%C3%ABlle&rft.date=2001-07-13&rft.volume=66&rft.issue=14&rft.spage=4826&rft.epage=4830&rft.pages=4826-4830&rft.issn=0022-3263&rft.eissn=1520-6904&rft_id=info:doi/10.1021/jo015587u&rft_dat=%3Cacs_cross%3Ec072668363%3C/acs_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/11442412&rfr_iscdi=true