Metal-free oxidative cyclization of alkynyl aryl ethers to benzofuranones

Readily available phenols can be converted into substituted aryl alkynyl ethers, which react with an N-oxide as an oxidant and catalytic amounts of a Brønsted acid to provide benzofuranones. If non-terminal alkynyl ethers are applied, a 1,2-hydride shift takes place and phenyl acrylates are obtained...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: Graf, Katharina (VerfasserIn) , Rühl, Carmen L. (VerfasserIn) , Rudolph, Matthias (VerfasserIn) , Rominger, Frank (VerfasserIn) , Hashmi, A. Stephen K. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: October 7, 2013
In: Angewandte Chemie. International edition
Year: 2013, Jahrgang: 52, Heft: 48, Pages: 12727-12731
ISSN:1521-3773
DOI:https://doi.org/10.1002/anie.201304813
Online-Zugang:Verlag, lizenzpflichtig, Volltext: https://doi.org/https://doi.org/10.1002/anie.201304813
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201304813
Volltext
Verfasserangaben:Katharina Graf, Carmen L. Rühl, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi

MARC

LEADER 00000caa a2200000 c 4500
001 1749304546
003 DE-627
005 20230428020533.0
007 cr uuu---uuuuu
008 210224s2013 xx |||||o 00| ||eng c
024 7 |a 10.1002/anie.201304813  |2 doi 
035 |a (DE-627)1749304546 
035 |a (DE-599)KXP1749304546 
035 |a (OCoLC)1341395664 
040 |a DE-627  |b ger  |c DE-627  |e rda 
041 |a eng 
084 |a 30  |2 sdnb 
100 1 |a Graf, Katharina  |e VerfasserIn  |0 (DE-588)1025659775  |0 (DE-627)724447776  |0 (DE-576)370604822  |4 aut 
245 1 0 |a Metal-free oxidative cyclization of alkynyl aryl ethers to benzofuranones  |c Katharina Graf, Carmen L. Rühl, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi 
264 1 |c October 7, 2013 
300 |a 5 
336 |a Text  |b txt  |2 rdacontent 
337 |a Computermedien  |b c  |2 rdamedia 
338 |a Online-Ressource  |b cr  |2 rdacarrier 
500 |a Gesehen am 24.02.2020 
520 |a Readily available phenols can be converted into substituted aryl alkynyl ethers, which react with an N-oxide as an oxidant and catalytic amounts of a Brønsted acid to provide benzofuranones. If non-terminal alkynyl ethers are applied, a 1,2-hydride shift takes place and phenyl acrylates are obtained. Thus activated alkynes can serve as α-oxy carbene precursors even in the absence of a metal catalyst. 
650 4 |a alkynes 
650 4 |a benzofuranones 
650 4 |a Brønsted acids 
650 4 |a gold 
650 4 |a oxidation 
700 1 |a Rühl, Carmen L.  |e VerfasserIn  |0 (DE-588)116555142X  |0 (DE-627)102948712X  |0 (DE-576)510429009  |4 aut 
700 1 |a Rudolph, Matthias  |d 1975-  |e VerfasserIn  |0 (DE-588)136790380  |0 (DE-627)587252405  |0 (DE-576)301277524  |4 aut 
700 1 |a Rominger, Frank  |d 1964-  |e VerfasserIn  |0 (DE-588)1019978228  |0 (DE-627)691067821  |0 (DE-576)359202756  |4 aut 
700 1 |a Hashmi, A. Stephen K.  |d 1963-  |e VerfasserIn  |0 (DE-588)101199576X  |0 (DE-627)704823926  |0 (DE-576)169176665  |4 aut 
773 0 8 |i Enthalten in  |t Angewandte Chemie. International edition  |d Weinheim : Wiley-VCH, 1998  |g 52(2013), 48, Seite 12727-12731  |h Online-Ressource  |w (DE-627)320497879  |w (DE-600)2011836-3  |w (DE-576)111552060  |x 1521-3773  |7 nnas  |a Metal-free oxidative cyclization of alkynyl aryl ethers to benzofuranones 
773 1 8 |g volume:52  |g year:2013  |g number:48  |g pages:12727-12731  |g extent:5  |a Metal-free oxidative cyclization of alkynyl aryl ethers to benzofuranones 
776 0 8 |i Erscheint auch als  |n Druck-Ausgabe  |t Metal-​free oxidative cyclization of alkynyl aryl ethers to benzofuranones  |d 2013  |w (DE-627)1485869013  |w (DE-576)415869013 
856 4 0 |u https://doi.org/https://doi.org/10.1002/anie.201304813  |x Verlag  |x Resolving-System  |z lizenzpflichtig  |3 Volltext 
856 4 0 |u https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201304813  |x Verlag  |z lizenzpflichtig  |3 Volltext 
951 |a AR 
992 |a 20210224 
993 |a Article 
994 |a 2013 
998 |g 101199576X  |a Hashmi, A. Stephen K.  |m 101199576X:Hashmi, A. Stephen K.  |d 120000  |d 120100  |e 120000PH101199576X  |e 120100PH101199576X  |k 0/120000/  |k 1/120000/120100/  |p 5  |y j 
998 |g 1019978228  |a Rominger, Frank  |m 1019978228:Rominger, Frank  |d 120000  |d 120100  |e 120000PR1019978228  |e 120100PR1019978228  |k 0/120000/  |k 1/120000/120100/  |p 4 
998 |g 136790380  |a Rudolph, Matthias  |m 136790380:Rudolph, Matthias  |d 120000  |d 120100  |e 120000PR136790380  |e 120100PR136790380  |k 0/120000/  |k 1/120000/120100/  |p 3 
998 |g 116555142X  |a Rühl, Carmen L.  |m 116555142X:Rühl, Carmen L.  |p 2 
998 |g 1025659775  |a Graf, Katharina  |m 1025659775:Graf, Katharina  |d 120000  |d 120100  |e 120000PG1025659775  |e 120100PG1025659775  |k 0/120000/  |k 1/120000/120100/  |p 1  |x j 
999 |a KXP-PPN1749304546  |e 3872472046 
BIB |a Y 
SER |a journal 
JSO |a {"person":[{"given":"Katharina","role":"aut","display":"Graf, Katharina","family":"Graf"},{"given":"Carmen L.","role":"aut","display":"Rühl, Carmen L.","family":"Rühl"},{"given":"Matthias","role":"aut","display":"Rudolph, Matthias","family":"Rudolph"},{"role":"aut","given":"Frank","family":"Rominger","display":"Rominger, Frank"},{"display":"Hashmi, A. Stephen K.","family":"Hashmi","given":"A. Stephen K.","role":"aut"}],"id":{"eki":["1749304546"],"doi":["10.1002/anie.201304813"]},"title":[{"title":"Metal-free oxidative cyclization of alkynyl aryl ethers to benzofuranones","title_sort":"Metal-free oxidative cyclization of alkynyl aryl ethers to benzofuranones"}],"relHost":[{"corporate":[{"display":"Gesellschaft Deutscher Chemiker","role":"isb"}],"type":{"media":"Online-Ressource","bibl":"periodical"},"title":[{"subtitle":"a journal of the Gesellschaft Deutscher Chemiker","partname":"International edition","title":"Angewandte Chemie","title_sort":"Angewandte Chemie"}],"physDesc":[{"extent":"Online-Ressource"}],"id":{"zdb":["2011836-3"],"eki":["320497879"],"doi":["10.1002/(ISSN)1521-3773"],"issn":["1521-3773"]},"part":{"text":"52(2013), 48, Seite 12727-12731","volume":"52","year":"2013","extent":"5","issue":"48","pages":"12727-12731"},"titleAlt":[{"title":"Angewandte Chemie / International edition"}],"disp":"Metal-free oxidative cyclization of alkynyl aryl ethers to benzofuranonesAngewandte Chemie. International edition","pubHistory":["37.1998 -"],"origin":[{"publisherPlace":"Weinheim","publisher":"Wiley-VCH","dateIssuedDisp":"1998-","dateIssuedKey":"1998"}],"language":["eng"],"recId":"320497879","note":["Gesehen am 20.12.2022","Fortsetzung der Druck-Ausgabe"]}],"physDesc":[{"extent":"5 S."}],"type":{"media":"Online-Ressource","bibl":"article-journal"},"recId":"1749304546","language":["eng"],"note":["Gesehen am 24.02.2020"],"origin":[{"dateIssuedDisp":"October 7, 2013","dateIssuedKey":"2013"}],"name":{"displayForm":["Katharina Graf, Carmen L. Rühl, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi"]}} 
SRT |a GRAFKATHARMETALFREEO7201