Gold-catalyzed synthesis of quinolines from propargyl silyl ethers and anthranils through the umpolung of a gold carbene carbon
A gold-catalyzed cascade annulation of propargylic silyl ethers with anthranils proceeds through a sequential ring opening/1,2-H-shift/protodeauration/Mukaiyama aldol cyclization. This method offers a regiospecific and modular access to 2-aminoquinolines and other quinoline derivatives under mild co...
Gespeichert in:
| Hauptverfasser: | , , , , , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
27 September 2016
|
| In: |
Angewandte Chemie. International edition
Year: 2016, Jahrgang: 55, Heft: 41, Pages: 12688-12692 |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.201606043 |
| Online-Zugang: | Verlag, Volltext: http://dx.doi.org/10.1002/anie.201606043 Verlag, Volltext: http://onlinelibrary.wiley.com/doi/10.1002/anie.201606043/abstract 
|
| Verfasserangaben: | Hongming Jin, Bin Tian, Xinlong Song, Jin Xie, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1562738607 | ||
| 003 | DE-627 | ||
| 005 | 20230427122040.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 170825s2016 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1002/anie.201606043 |2 doi | |
| 035 | |a (DE-627)1562738607 | ||
| 035 | |a (DE-576)492738602 | ||
| 035 | |a (DE-599)BSZ492738602 | ||
| 035 | |a (OCoLC)1340978887 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Jin, Hongming |e VerfasserIn |0 (DE-588)1081665785 |0 (DE-627)846460548 |0 (DE-576)454646860 |4 aut | |
| 245 | 1 | 0 | |a Gold-catalyzed synthesis of quinolines from propargyl silyl ethers and anthranils through the umpolung of a gold carbene carbon |c Hongming Jin, Bin Tian, Xinlong Song, Jin Xie, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi |
| 264 | 1 | |c 27 September 2016 | |
| 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 25.08.2017 | ||
| 520 | |a A gold-catalyzed cascade annulation of propargylic silyl ethers with anthranils proceeds through a sequential ring opening/1,2-H-shift/protodeauration/Mukaiyama aldol cyclization. This method offers a regiospecific and modular access to 2-aminoquinolines and other quinoline derivatives under mild conditions and with a broad functional-group tolerance. The conversion is possible on a gram scale, which underlines the synthetic practicability of this methodology. The versatility of the obtained scaffold has been demonstrated by useful postfunctionalization. | ||
| 650 | 4 | |a alkynes | |
| 650 | 4 | |a carbenes | |
| 650 | 4 | |a gold catalysis | |
| 650 | 4 | |a quinolines | |
| 650 | 4 | |a Umpolung | |
| 700 | 1 | |a Tian, Bin |e VerfasserIn |0 (DE-588)1138850276 |0 (DE-627)896491897 |0 (DE-576)492735891 |4 aut | |
| 700 | 1 | |a Song, Xinglong |e VerfasserIn |0 (DE-588)1138850748 |0 (DE-627)896492516 |0 (DE-576)492736154 |4 aut | |
| 700 | 1 | |a Xie, Jin |e VerfasserIn |0 (DE-588)107411695X |0 (DE-627)830254528 |0 (DE-576)437513521 |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 55(2016), 41, Seite 12688-12692 |h Online-Ressource |w (DE-627)320497879 |w (DE-600)2011836-3 |w (DE-576)111552060 |x 1521-3773 |7 nnas |a Gold-catalyzed synthesis of quinolines from propargyl silyl ethers and anthranils through the umpolung of a gold carbene carbon |
| 773 | 1 | 8 | |g volume:55 |g year:2016 |g number:41 |g pages:12688-12692 |g extent:5 |a Gold-catalyzed synthesis of quinolines from propargyl silyl ethers and anthranils through the umpolung of a gold carbene carbon |
| 775 | 0 | 8 | |i Parallele Sprachausgabe |n deutsch |a Jin, Hongming |t Gold-katalysierte Synthese von Chinolinen aus Propargylsilylethern und Anthranilen über die Umpolung eines Goldcarben-Kohlenstoffatoms |d 2016 |w (DE-627)1562736191 |w (DE-576)492736197 |
| 856 | 4 | 0 | |u http://dx.doi.org/10.1002/anie.201606043 |x Verlag |x Resolving-System |3 Volltext |
| 856 | 4 | 0 | |u http://onlinelibrary.wiley.com/doi/10.1002/anie.201606043/abstract |x Verlag |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20170825 | ||
| 993 | |a Article | ||
| 994 | |a 2016 | ||
| 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 7 |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 6 | ||
| 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 5 | ||
| 998 | |g 107411695X |a Xie, Jin |m 107411695X:Xie, Jin |d 120000 |d 120100 |e 120000PX107411695X |e 120100PX107411695X |k 0/120000/ |k 1/120000/120100/ |p 4 | ||
| 998 | |g 1138850748 |a Song, Xinglong |m 1138850748:Song, Xinglong |d 120000 |d 120100 |e 120000PS1138850748 |e 120100PS1138850748 |k 0/120000/ |k 1/120000/120100/ |p 3 | ||
| 998 | |g 1138850276 |a Tian, Bin |m 1138850276:Tian, Bin |d 120000 |d 120100 |e 120000PT1138850276 |e 120100PT1138850276 |k 0/120000/ |k 1/120000/120100/ |p 2 | ||
| 998 | |g 1081665785 |a Jin, Hongming |m 1081665785:Jin, Hongming |d 120000 |d 120100 |e 120000PJ1081665785 |e 120100PJ1081665785 |k 0/120000/ |k 1/120000/120100/ |p 1 |x j | ||
| 999 | |a KXP-PPN1562738607 |e 2978467169 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"physDesc":[{"extent":"5 S."}],"title":[{"title":"Gold-catalyzed synthesis of quinolines from propargyl silyl ethers and anthranils through the umpolung of a gold carbene carbon","title_sort":"Gold-catalyzed synthesis of quinolines from propargyl silyl ethers and anthranils through the umpolung of a gold carbene carbon"}],"person":[{"roleDisplay":"VerfasserIn","given":"Hongming","family":"Jin","role":"aut","display":"Jin, Hongming"},{"role":"aut","display":"Tian, Bin","given":"Bin","roleDisplay":"VerfasserIn","family":"Tian"},{"role":"aut","display":"Song, Xinglong","roleDisplay":"VerfasserIn","given":"Xinglong","family":"Song"},{"role":"aut","display":"Xie, Jin","roleDisplay":"VerfasserIn","given":"Jin","family":"Xie"},{"roleDisplay":"VerfasserIn","given":"Matthias","family":"Rudolph","role":"aut","display":"Rudolph, Matthias"},{"display":"Rominger, Frank","role":"aut","family":"Rominger","given":"Frank","roleDisplay":"VerfasserIn"},{"roleDisplay":"VerfasserIn","given":"A. Stephen K.","family":"Hashmi","role":"aut","display":"Hashmi, A. Stephen K."}],"name":{"displayForm":["Hongming Jin, Bin Tian, Xinlong Song, Jin Xie, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi"]},"relHost":[{"recId":"320497879","type":{"bibl":"periodical","media":"Online-Ressource"},"disp":"Gold-catalyzed synthesis of quinolines from propargyl silyl ethers and anthranils through the umpolung of a gold carbene carbonAngewandte Chemie. International edition","origin":[{"publisherPlace":"Weinheim","dateIssuedKey":"1998","publisher":"Wiley-VCH","dateIssuedDisp":"1998-"}],"title":[{"partname":"International edition","subtitle":"a journal of the Gesellschaft Deutscher Chemiker","title":"Angewandte Chemie","title_sort":"Angewandte Chemie"}],"physDesc":[{"extent":"Online-Ressource"}],"part":{"year":"2016","text":"55(2016), 41, Seite 12688-12692","volume":"55","issue":"41","pages":"12688-12692","extent":"5"},"corporate":[{"role":"isb","display":"Gesellschaft Deutscher Chemiker","roleDisplay":"Herausgebendes Organ"}],"note":["Gesehen am 20.12.2022","Fortsetzung der Druck-Ausgabe"],"pubHistory":["37.1998 -"],"id":{"doi":["10.1002/(ISSN)1521-3773"],"issn":["1521-3773"],"zdb":["2011836-3"],"eki":["320497879"]},"language":["eng"],"titleAlt":[{"title":"Angewandte Chemie / International edition"}]}],"language":["eng"],"id":{"eki":["1562738607"],"doi":["10.1002/anie.201606043"]},"note":["Gesehen am 25.08.2017"],"type":{"media":"Online-Ressource","bibl":"article-journal"},"recId":"1562738607","origin":[{"dateIssuedKey":"2016","dateIssuedDisp":"27 September 2016"}]} | ||
| SRT | |a JINHONGMINGOLDCATALY2720 | ||