Palladium(0)-Catalyzed, Copper(I)-Mediated Coupling of Cyclic Thioamides with Alkenylboronic Acids, Organostannanes, and Siloxanes

被引：34
作者：
Arshad, Nuzhat
Hashim, Jamshed
Kappe, C. Oliver [1 ]
机构：
[1] Karl Franzens Univ Graz, CDLMC, A-8010 Graz, Austria
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 14期
关键词：
CARBON-CARBON; BORONIC ACIDS; THIOETHERS; CHEMISTRY; KETONES; STILLE;
D O I：
10.1021/jo900848s
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Pd-catalyzed cross-coupling of cyclic thioamides and thioureas with alkenylboronic acids, vinyl- and (het)aryl-stannanes, and arylsiloxanes in the presence of stoichiometric amounts of a Cu(I) cofactor is described. The desulfitative C-C cross-coupling protocol of the Liebeskind-Srogl type is performed under neutral conditions and can be applied to a range of heterocyclic structures with embedded thioamide fragments. Employing controlled microwave irradiation at 100 degrees C utilizing either a single-mode reactor or a multimode parallel reaction platform, cross-couplings can generally be completed within 1-3 h and proceed in good yields.
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收藏
页码：5118 / 5121
页数：4
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