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Heck-like coupling and Pictet-Spengler reaction for the synthesis of benzothieno[3,2-c]quinolines |
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| Authors: | Emilie David,Sté phane Pellet-Rostaing,Marc Lemaire |
| Affiliation: | a ICBMS, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, Laboratoire de Catalyse et Synthèse Organique, 43 boulevard du 11 novembre 1918, Villeurbanne F-69622, France b CNRS, UMR 5246, Villeurbanne F-69622, France c Université de Lyon, Lyon F-69622, France d Université Lyon 1, Lyon F-63622, France e INSA-Lyon, Villeurbanne F-69622, France f CPE Lyon, Villeurbanne F-69622, France |
| Abstract: | A series of 6-arylbenzothieno[3,2-c]quinolines were synthesised in three steps from benzo[b]thiophene. After a selective Heck-type coupling of benzo[b]thiophene with different o-nitroaryl bromides to obtain 2-(o-nitroaryl)benzo[b]thiophenes, corresponding 2-(benzo[b]thiophen-2-yl)anilines were involved in a Pictet-Spengler reaction to form the quinoline cycle. |
| Keywords: | Fused-quinoline Fused-benzo[b]thiophene Heck reaction Pictet-Spengler cyclisation |
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