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Zinc-Catalyzed Alkyne Oxidation/C-H Functionalization: Highly Site-Selective Synthesis of Versatile Isoquinolones and β-Carbolines.

Authors :
Li L
Zhou B
Wang YH
Shu C
Pan YF
Lu X
Ye LW
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2015 Jul 06; Vol. 54 (28), pp. 8245-9. Date of Electronic Publication: 2015 May 27.
Publication Year :
2015

Abstract

An efficient zinc(II)-catalyzed alkyne oxidation/C-H functionalization sequence was developed, thus leading to highly site-selective synthesis of a variety of isoquinolones and β-carbolines. Importantly, in contrast to the well-established gold-catalyzed intermolecular alkyne oxidation, over-oxidation can be completely suppressed in this system and the reaction most likely proceeds by a Friedel-Crafts-type pathway. Mechanistic studies and theoretical calculations are described.<br /> (© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3773
Volume :
54
Issue :
28
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
26013998
Full Text :
https://doi.org/10.1002/anie.201502553