Abstract
2-Mercaptobenzothiazole has found widespread industrial applications for the vulcanisation of rubber and, more recently, as a key component of the modified Julia olefination reaction. This review surveys the chemistry of 2-mercaptobenzothiazole, including its aromatic substitution reactions, redox chemistry and factors governing the regioselectivity of its alkylation reactions. In addition, the emerging synthetic uses of this heterocycle, including its application to the deoxygenation of epoxides, and the preparation of alkynes, are described.
Keywords: Enantioselective additions, Epoxide deoxygenation, Julia olefination, 2-mercaptobenzothiazole, Tautomerism, Vulcanisation, 2-aminothiophenol, Ethyl Potassium Xanthate, Carbon Disulfide, TAUTOMERIC EQUILIBRIA
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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