| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5269743 | Tetrahedron Letters | 2011 | 4 Pages |
Abstract
Novel one-pot homologation reactions of isoquinoline and quinoline with di-tert-butyl-TMP zincate/trimethyl borate are described. 1-tert-Butyl-3,4-dihydroisoquinoline 1 and 1-tert-butylisoquinoline 2 are formed unexpectedly under the presented reaction conditions with relative ease. A reaction mechanism, including 1,2-migration of the tert-butyl group from 1-isoquinolylzincate, is proposed in detail. Migratory aptitudes of other ligands of isoquinolyl zincates are also discussed.
Graphical abstractDownload full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Hye Ji Seo, Soo Jung Yoon, So Hyun Jang, Sung Keon Namgoong,