|
Hokkaido University Collection of Scholarly and Academic Papers >
Graduate School of Engineering / Faculty of Engineering >
Peer-reviewed Journal Articles, etc >
Iridium-catalyzed C–H coupling reaction of heteroaromatic compounds with bis(pinacolato)diboron: regioselective synthesis of heteroarylboronates
| Title: | Iridium-catalyzed C–H coupling reaction of heteroaromatic compounds with bis(pinacolato)diboron: regioselective synthesis of heteroarylboronates |
| Authors: | Takagi, Jun Browse this author | | Sato, Kazuaki Browse this author | | Hartwig, John F Browse this author | | Ishiyama, Tatsuo Browse this author →KAKEN DB | | Miyaura, Norio Browse this author →KAKEN DB |
| Keywords: | boron and compounds | | arenes | | iridium and compounds | | coupling reactions |
| Issue Date: | 5-Aug-2002 |
| Publisher: | Elsevier |
| Journal Title: | Tetrahedron Letters |
| Volume: | 43 |
| Issue: | 32 |
| Start Page: | 5649 |
| End Page: | 5651 |
| Publisher DOI: | 10.1016/S0040-4039(02)01135-8 |
| Abstract: | The C–H coupling of aromatic heterocycles with bis(pinacolato)diboron was carried out in octane at 80–100°C in the presence of a 1/2[IrCl(COD)]2-(4,4 -di-tert-butyl-2,2 -bipyridine) catalyst (3 mol%). The reactions of five-membered substrates such as thiophene, furan, pyrrole, and their benzo-fused derivatives exclusively produced 2-borylated products, whereas those of six-membered heterocycles including pyridine and quinoline selectively occurred at the 3-position. Regioselective synthesis of bis(boryl)heteroaromatics was also achieved by using an almost equimolar amount of substrates and the diboron. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/56222 |
| Appears in Collections: | 工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
|
Submitter: 石山 竜生
|
