Journal
ACS CATALYSIS
Volume 2, Issue 4, Pages 544-551Publisher
AMER CHEMICAL SOC
DOI: 10.1021/cs200590p
Keywords
C-H activation; C-S coupling 2-aminobenzothiazole; Cu-catalysis; Pd-catalysis
Categories
Funding
- DST [SR/S1/OC-79/2009]
- CSIR [01(2270)/08/EMR-II]
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2-Fluoro and 2-chloro aryl thioureas, which are usually inert toward heteroarylation forms intramolecular C-S linkage Cu(I) and Pd(II) catalyst. A regioselective intramolecular C-S bond Formation is observed during the formation of 2-aminobenzothiazoles From 2-halothioureas using both these transition metal catalysts. While Cu prefers a dehalogenative path, Pd favors predominantly C-H activation strategy during the formation of 2-aminobenzothiazoles. In the absence of 2-halo (-F, -Cl) groups, Pd favors C-H activation, while Cu is unproductive. However, identical selectivities were observed both for Cu- and Pd-catalyzed reactions for 2-bromo and 2-iodo aryl thioureas.
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