期刊
TETRAHEDRON LETTERS
卷 52, 期 29, 页码 3747-3750出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.05.045
关键词
Trimethyl borate; Isoquinoline; Di-tert-butyl-TMP zincate; 1,2-Migration; Homologation
资金
- Seoul Women's University
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. (C) 2011 Elsevier Ltd. All rights reserved.
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