Title of article
Trimethyl borate-induced one-pot homologation reactions of isoquinoline with di-tert-butyl-TMP zincate
Author/Authors
Seo، نويسنده , , Hye Ji and Yoon، نويسنده , , Soo Jung and Jang، نويسنده , , So Hyun and Namgoong، نويسنده , , Sung Keon، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2011
Pages
4
From page
3747
To page
3750
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.
Keywords
Trimethyl borate , Isoquinoline , Di-tert-butyl-TMP zincate , 1 , 2-Migration , Homologation
Journal title
Tetrahedron Letters
Serial Year
2011
Journal title
Tetrahedron Letters
Record number
1878778
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